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identifiers { | |
type: NAME | |
value: "deoxyfluorination" | |
} | |
inputs { | |
key: "alcohol in THF" | |
value { | |
components { | |
identifiers { | |
type: SMILES | |
value: "C" | |
} | |
amount { | |
moles { | |
value: 0.1 | |
units: MILLIMOLE | |
} | |
} | |
reaction_role: REACTANT | |
is_limiting: true | |
} | |
components { | |
identifiers { | |
type: SMILES | |
value: "C1CCOC1" | |
} | |
amount { | |
volume { | |
value: 125.0 | |
units: MICROLITER | |
} | |
volume_includes_solutes: true | |
} | |
reaction_role: SOLVENT | |
preparations { | |
type: DRIED | |
} | |
} | |
addition_order: 1 | |
} | |
} | |
inputs { | |
key: "base" | |
value { | |
components { | |
identifiers { | |
type: SMILES | |
value: "C" | |
} | |
amount { | |
moles { | |
value: 0.15 | |
units: MILLIMOLE | |
} | |
} | |
reaction_role: REAGENT | |
} | |
addition_order: 3 | |
} | |
} | |
inputs { | |
key: "sulfonyl fluoride solution" | |
value { | |
components { | |
identifiers { | |
type: SMILES | |
value: "C" | |
} | |
amount { | |
moles { | |
value: 0.11 | |
units: MILLIMOLE | |
} | |
} | |
reaction_role: REACTANT | |
is_limiting: false | |
} | |
components { | |
identifiers { | |
type: SMILES | |
value: "C1CCOC1" | |
} | |
amount { | |
volume { | |
value: 125.0 | |
units: MICROLITER | |
} | |
volume_includes_solutes: true | |
} | |
reaction_role: SOLVENT | |
preparations { | |
type: DRIED | |
} | |
} | |
addition_order: 2 | |
} | |
} | |
setup { | |
vessel { | |
type { | |
type: VIAL | |
} | |
material { | |
type: GLASS | |
} | |
attachments { | |
type: CAP | |
} | |
volume { | |
value: 1.0 | |
units: MILLILITER | |
} | |
} | |
is_automated: false | |
} | |
conditions { | |
temperature { | |
control { | |
type: AMBIENT | |
} | |
} | |
pressure { | |
control { | |
type: SEALED | |
} | |
atmosphere { | |
type: AIR | |
} | |
} | |
stirring { | |
method { | |
type: STIR_BAR | |
} | |
rate { | |
type: HIGH | |
details: "600" | |
} | |
} | |
} | |
workups { | |
type: ADDITION | |
input { | |
components { | |
identifiers { | |
type: NAME | |
value: "1-fluoronaphthalene" | |
} | |
identifiers { | |
type: SMILES | |
value: "C1=CC=C2C(=C1)C=CC=C2F" | |
} | |
amount { | |
moles { | |
value: 0.1 | |
units: MILLIMOLE | |
} | |
} | |
reaction_role: INTERNAL_STANDARD | |
} | |
components { | |
identifiers { | |
type: NAME | |
value: "CDCl3" | |
} | |
identifiers { | |
type: SMILES | |
value: "[2H]C(Cl)(Cl)Cl" | |
} | |
amount { | |
volume { | |
value: 250.0 | |
units: MICROLITER | |
} | |
volume_includes_solutes: true | |
} | |
reaction_role: WORKUP | |
} | |
} | |
} | |
outcomes { | |
reaction_time { | |
value: 48.0 | |
units: HOUR | |
} | |
products { | |
identifiers { | |
type: SMILES | |
value: "C" | |
} | |
is_desired_product: true | |
measurements { | |
analysis_key: "19f NMR of crude" | |
type: YIELD | |
uses_internal_standard: true | |
percentage { | |
value: 50.0 | |
precision: 4.8 | |
} | |
} | |
measurements { | |
analysis_key: "19f NMR of crude" | |
type: IDENTITY | |
uses_internal_standard: true | |
} | |
reaction_role: PRODUCT | |
} | |
analyses { | |
key: "19f NMR of crude" | |
value { | |
type: NMR_OTHER | |
details: "19F NMR using 1 equiv 1-fluoronaphthalene in chloroform as internal standard" | |
is_of_isolated_species: false | |
instrument_manufacturer: "Bruker" | |
} | |
} | |
} | |
provenance { | |
city: "Princeton, NJ" | |
doi: "10.1021/jacs.8b01523" | |
publication_url: "https://pubs.acs.org/doi/10.1021/jacs.8b01523" | |
record_created { | |
time { | |
value: "8/8/2020, 3:01:25 PM" | |
} | |
person { | |
name: "Connor W. Coley" | |
orcid: "0000-0002-8271-8723" | |
organization: "MIT" | |
email: "ccoley@mit.edu" | |
} | |
} | |
} |
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identifiers { | |
type: NAME | |
value: "deoxyfluorination" | |
} | |
inputs { | |
key: "alcohol in THF" | |
value { | |
components { | |
identifiers { | |
type: SMILES | |
value: "$alcohol_smiles$" | |
} | |
amount { | |
moles { | |
value: 0.1 | |
units: MILLIMOLE | |
} | |
} | |
reaction_role: REACTANT | |
is_limiting: true | |
} | |
components { | |
identifiers { | |
type: SMILES | |
value: "C1CCOC1" | |
} | |
amount { | |
volume { | |
value: 125.0 | |
units: MICROLITER | |
} | |
volume_includes_solutes: true | |
} | |
reaction_role: SOLVENT | |
preparations { | |
type: DRIED | |
} | |
} | |
addition_order: 1 | |
} | |
} | |
inputs { | |
key: "base" | |
value { | |
components { | |
identifiers { | |
type: SMILES | |
value: "$base_smiles$" | |
} | |
amount { | |
moles { | |
value: 0.15 | |
units: MILLIMOLE | |
} | |
} | |
reaction_role: REAGENT | |
} | |
addition_order: 3 | |
} | |
} | |
inputs { | |
key: "sulfonyl fluoride solution" | |
value { | |
components { | |
identifiers { | |
type: SMILES | |
value: "$sulfonyl_fluoride_smiles$" | |
} | |
amount { | |
moles { | |
value: 0.11 | |
units: MILLIMOLE | |
} | |
} | |
reaction_role: REACTANT | |
is_limiting: false | |
} | |
components { | |
identifiers { | |
type: SMILES | |
value: "C1CCOC1" | |
} | |
amount { | |
volume { | |
value: 125.0 | |
units: MICROLITER | |
} | |
volume_includes_solutes: true | |
} | |
reaction_role: SOLVENT | |
preparations { | |
type: DRIED | |
} | |
} | |
addition_order: 2 | |
} | |
} | |
setup { | |
vessel { | |
type { | |
type: VIAL | |
} | |
material { | |
type: GLASS | |
} | |
attachments { | |
type: CAP | |
} | |
volume { | |
value: 1.0 | |
units: MILLILITER | |
} | |
} | |
is_automated: false | |
} | |
conditions { | |
temperature { | |
control { | |
type: AMBIENT | |
} | |
} | |
pressure { | |
control { | |
type: SEALED | |
} | |
atmosphere { | |
type: AIR | |
} | |
} | |
stirring { | |
method { | |
type: STIR_BAR | |
} | |
rate { | |
type: HIGH | |
details: "600" | |
} | |
} | |
} | |
workups { | |
type: ADDITION | |
input { | |
components { | |
identifiers { | |
type: NAME | |
value: "1-fluoronaphthalene" | |
} | |
identifiers { | |
type: SMILES | |
value: "C1=CC=C2C(=C1)C=CC=C2F" | |
} | |
amount { | |
moles { | |
value: 0.1 | |
units: MILLIMOLE | |
} | |
} | |
reaction_role: INTERNAL_STANDARD | |
} | |
components { | |
identifiers { | |
type: NAME | |
value: "CDCl3" | |
} | |
identifiers { | |
type: SMILES | |
value: "[2H]C(Cl)(Cl)Cl" | |
} | |
amount { | |
volume { | |
value: 250.0 | |
units: MICROLITER | |
} | |
volume_includes_solutes: true | |
} | |
reaction_role: WORKUP | |
} | |
} | |
} | |
outcomes { | |
reaction_time { | |
value: 48.0 | |
units: HOUR | |
} | |
products { | |
identifiers { | |
type: SMILES | |
value: "$product_smiles$" | |
} | |
is_desired_product: true | |
measurements { | |
analysis_key: "19f NMR of crude" | |
type: YIELD | |
uses_internal_standard: true | |
percentage { | |
value: $product_yield$ | |
precision: 4.8 | |
} | |
} | |
measurements { | |
analysis_key: "19f NMR of crude" | |
type: IDENTITY | |
uses_internal_standard: true | |
} | |
reaction_role: PRODUCT | |
} | |
analyses { | |
key: "19f NMR of crude" | |
value { | |
type: NMR_OTHER | |
details: "19F NMR using 1 equiv 1-fluoronaphthalene in chloroform as internal standard" | |
is_of_isolated_species: false | |
instrument_manufacturer: "Bruker" | |
} | |
} | |
} | |
provenance { | |
city: "Princeton, NJ" | |
doi: "10.1021/jacs.8b01523" | |
publication_url: "https://pubs.acs.org/doi/10.1021/jacs.8b01523" | |
record_created { | |
time { | |
value: "8/8/2020, 3:01:25 PM" | |
} | |
person { | |
name: "Connor W. Coley" | |
orcid: "0000-0002-8271-8723" | |
organization: "MIT" | |
email: "ccoley@mit.edu" | |
} | |
} | |
} |
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alcohol_smiles | sulfonyl_fluoride_smiles | base_smiles | product_smiles | product_yield | |
---|---|---|---|---|---|
c1ccccc1CCC(O)C | Clc1ccc(S(=O)(=O)F)cc1 | N\2=C1\N(CCCCC1)CCC/2 | c1ccccc1CCC(F)C | 40 | |
c1ccccc1CCC(O)C | Clc1ccc(S(=O)(=O)F)cc1 | CN1CCCN2C1=NCCC2 | c1ccccc1CCC(F)C | 54 | |
c1ccccc1CCC(O)C | Clc1ccc(S(=O)(=O)F)cc1 | CC(C)(C)N=C(N(C)C)N(C)C | c1ccccc1CCC(F)C | 41 | |
c1ccccc1CCC(O)C | Clc1ccc(S(=O)(=O)F)cc1 | CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3 | c1ccccc1CCC(F)C | 42 | |
c1ccccc1CCC(O)C | O=S(C1=CC=CC=N1)(F)=O | N\2=C1\N(CCCCC1)CCC/2 | c1ccccc1CCC(F)C | 57 | |
c1ccccc1CCC(O)C | O=S(C1=CC=CC=N1)(F)=O | CN1CCCN2C1=NCCC2 | c1ccccc1CCC(F)C | 59 | |
c1ccccc1CCC(O)C | O=S(C1=CC=CC=N1)(F)=O | CC(C)(C)N=C(N(C)C)N(C)C | c1ccccc1CCC(F)C | 49 | |
c1ccccc1CCC(O)C | O=S(C1=CC=CC=N1)(F)=O | CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3 | c1ccccc1CCC(F)C | 53 | |
c1ccccc1CCC(O)C | O=S(C1=CC=C(C(F)(F)F)C=C1)(F)=O | N\2=C1\N(CCCCC1)CCC/2 | c1ccccc1CCC(F)C | 52 | |
c1ccccc1CCC(O)C | O=S(C1=CC=C(C(F)(F)F)C=C1)(F)=O | CN1CCCN2C1=NCCC2 | c1ccccc1CCC(F)C | 69 | |
c1ccccc1CCC(O)C | O=S(C1=CC=C(C(F)(F)F)C=C1)(F)=O | CC(C)(C)N=C(N(C)C)N(C)C | c1ccccc1CCC(F)C | 57 | |
c1ccccc1CCC(O)C | O=S(C1=CC=C(C(F)(F)F)C=C1)(F)=O | CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3 | c1ccccc1CCC(F)C | 60 | |
c1ccccc1CCC(O)C | O=S(C1=CC=C([N+]([O-])=O)C=C1)(F)=O | N\2=C1\N(CCCCC1)CCC/2 | c1ccccc1CCC(F)C | 54 | |
c1ccccc1CCC(O)C | O=S(C1=CC=C([N+]([O-])=O)C=C1)(F)=O | CN1CCCN2C1=NCCC2 | c1ccccc1CCC(F)C | 63 | |
c1ccccc1CCC(O)C | O=S(C1=CC=C([N+]([O-])=O)C=C1)(F)=O | CC(C)(C)N=C(N(C)C)N(C)C | c1ccccc1CCC(F)C | 55 | |
c1ccccc1CCC(O)C | O=S(C1=CC=C([N+]([O-])=O)C=C1)(F)=O | CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3 | c1ccccc1CCC(F)C | 51 | |
c1ccccc1CCC(O)C | C(C(C(F)(F)S(=O)(=O)F)(F)F)(C(F)(F)F)(F)F | N\2=C1\N(CCCCC1)CCC/2 | c1ccccc1CCC(F)C | 39 | |
c1ccccc1CCC(O)C | C(C(C(F)(F)S(=O)(=O)F)(F)F)(C(F)(F)F)(F)F | CN1CCCN2C1=NCCC2 | c1ccccc1CCC(F)C | 60 | |
c1ccccc1CCC(O)C | C(C(C(F)(F)S(=O)(=O)F)(F)F)(C(F)(F)F)(F)F | CC(C)(C)N=C(N(C)C)N(C)C | c1ccccc1CCC(F)C | 61 | |
c1ccccc1CCC(O)C | C(C(C(F)(F)S(=O)(=O)F)(F)F)(C(F)(F)F)(F)F | CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3 | c1ccccc1CCC(F)C | 65 | |
c1ccccc1-c2ccc(CO)cc2 | Clc1ccc(S(=O)(=O)F)cc1 | N\2=C1\N(CCCCC1)CCC/2 | c1ccccc1-c2ccc(CF)cc2 | 11 | |
c1ccccc1-c2ccc(CO)cc2 | Clc1ccc(S(=O)(=O)F)cc1 | CN1CCCN2C1=NCCC2 | c1ccccc1-c2ccc(CF)cc2 | 36 | |
c1ccccc1-c2ccc(CO)cc2 | Clc1ccc(S(=O)(=O)F)cc1 | CC(C)(C)N=C(N(C)C)N(C)C | c1ccccc1-c2ccc(CF)cc2 | 83 | |
c1ccccc1-c2ccc(CO)cc2 | Clc1ccc(S(=O)(=O)F)cc1 | CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3 | c1ccccc1-c2ccc(CF)cc2 | 92 | |
c1ccccc1-c2ccc(CO)cc2 | O=S(C1=CC=CC=N1)(F)=O | N\2=C1\N(CCCCC1)CCC/2 | c1ccccc1-c2ccc(CF)cc2 | 12 | |
c1ccccc1-c2ccc(CO)cc2 | O=S(C1=CC=CC=N1)(F)=O | CN1CCCN2C1=NCCC2 | c1ccccc1-c2ccc(CF)cc2 | 26 | |
c1ccccc1-c2ccc(CO)cc2 | O=S(C1=CC=CC=N1)(F)=O | CC(C)(C)N=C(N(C)C)N(C)C | c1ccccc1-c2ccc(CF)cc2 | 57 | |
c1ccccc1-c2ccc(CO)cc2 | O=S(C1=CC=CC=N1)(F)=O | CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3 | c1ccccc1-c2ccc(CF)cc2 | 77 | |
c1ccccc1-c2ccc(CO)cc2 | O=S(C1=CC=C(C(F)(F)F)C=C1)(F)=O | N\2=C1\N(CCCCC1)CCC/2 | c1ccccc1-c2ccc(CF)cc2 | 17 | |
c1ccccc1-c2ccc(CO)cc2 | O=S(C1=CC=C(C(F)(F)F)C=C1)(F)=O | CN1CCCN2C1=NCCC2 | c1ccccc1-c2ccc(CF)cc2 | 36 | |
c1ccccc1-c2ccc(CO)cc2 | O=S(C1=CC=C(C(F)(F)F)C=C1)(F)=O | CC(C)(C)N=C(N(C)C)N(C)C | c1ccccc1-c2ccc(CF)cc2 | 83 | |
c1ccccc1-c2ccc(CO)cc2 | O=S(C1=CC=C(C(F)(F)F)C=C1)(F)=O | CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3 | c1ccccc1-c2ccc(CF)cc2 | 99 | |
c1ccccc1-c2ccc(CO)cc2 | O=S(C1=CC=C([N+]([O-])=O)C=C1)(F)=O | N\2=C1\N(CCCCC1)CCC/2 | c1ccccc1-c2ccc(CF)cc2 | 21 | |
c1ccccc1-c2ccc(CO)cc2 | O=S(C1=CC=C([N+]([O-])=O)C=C1)(F)=O | CN1CCCN2C1=NCCC2 | c1ccccc1-c2ccc(CF)cc2 | 41 | |
c1ccccc1-c2ccc(CO)cc2 | O=S(C1=CC=C([N+]([O-])=O)C=C1)(F)=O | CC(C)(C)N=C(N(C)C)N(C)C | c1ccccc1-c2ccc(CF)cc2 | 83 | |
c1ccccc1-c2ccc(CO)cc2 | O=S(C1=CC=C([N+]([O-])=O)C=C1)(F)=O | CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3 | c1ccccc1-c2ccc(CF)cc2 | 91 | |
c1ccccc1-c2ccc(CO)cc2 | C(C(C(F)(F)S(=O)(=O)F)(F)F)(C(F)(F)F)(F)F | N\2=C1\N(CCCCC1)CCC/2 | c1ccccc1-c2ccc(CF)cc2 | 23 | |
c1ccccc1-c2ccc(CO)cc2 | C(C(C(F)(F)S(=O)(=O)F)(F)F)(C(F)(F)F)(F)F | CN1CCCN2C1=NCCC2 | c1ccccc1-c2ccc(CF)cc2 | 37 | |
c1ccccc1-c2ccc(CO)cc2 | C(C(C(F)(F)S(=O)(=O)F)(F)F)(C(F)(F)F)(F)F | CC(C)(C)N=C(N(C)C)N(C)C | c1ccccc1-c2ccc(CF)cc2 | 48 | |
c1ccccc1-c2ccc(CO)cc2 | C(C(C(F)(F)S(=O)(=O)F)(F)F)(C(F)(F)F)(F)F | CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3 | c1ccccc1-c2ccc(CF)cc2 | 68 | |
O[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | Clc1ccc(S(=O)(=O)F)cc1 | N\2=C1\N(CCCCC1)CCC/2 | F[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | 1 | |
O[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | Clc1ccc(S(=O)(=O)F)cc1 | CN1CCCN2C1=NCCC2 | F[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | 1 | |
O[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | Clc1ccc(S(=O)(=O)F)cc1 | CC(C)(C)N=C(N(C)C)N(C)C | F[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | 1 | |
O[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | Clc1ccc(S(=O)(=O)F)cc1 | CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3 | F[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | 3 | |
O[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | O=S(C1=CC=CC=N1)(F)=O | N\2=C1\N(CCCCC1)CCC/2 | F[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | 1 | |
O[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | O=S(C1=CC=CC=N1)(F)=O | CN1CCCN2C1=NCCC2 | F[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | 2 | |
O[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | O=S(C1=CC=CC=N1)(F)=O | CC(C)(C)N=C(N(C)C)N(C)C | F[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | 1 | |
O[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | O=S(C1=CC=CC=N1)(F)=O | CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3 | F[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | 1 | |
O[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | O=S(C1=CC=C(C(F)(F)F)C=C1)(F)=O | N\2=C1\N(CCCCC1)CCC/2 | F[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | 3 | |
O[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | O=S(C1=CC=C(C(F)(F)F)C=C1)(F)=O | CN1CCCN2C1=NCCC2 | F[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | 4 | |
O[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | O=S(C1=CC=C(C(F)(F)F)C=C1)(F)=O | CC(C)(C)N=C(N(C)C)N(C)C | F[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | 5 | |
O[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | O=S(C1=CC=C(C(F)(F)F)C=C1)(F)=O | CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3 | F[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | 12 | |
O[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | O=S(C1=CC=C([N+]([O-])=O)C=C1)(F)=O | N\2=C1\N(CCCCC1)CCC/2 | F[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | 11 | |
O[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | O=S(C1=CC=C([N+]([O-])=O)C=C1)(F)=O | CN1CCCN2C1=NCCC2 | F[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | 12 | |
O[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | O=S(C1=CC=C([N+]([O-])=O)C=C1)(F)=O | CC(C)(C)N=C(N(C)C)N(C)C | F[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | 12 | |
O[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | O=S(C1=CC=C([N+]([O-])=O)C=C1)(F)=O | CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3 | F[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | 22 | |
O[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | C(C(C(F)(F)S(=O)(=O)F)(F)F)(C(F)(F)F)(F)F | N\2=C1\N(CCCCC1)CCC/2 | F[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | 83 | |
O[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | C(C(C(F)(F)S(=O)(=O)F)(F)F)(C(F)(F)F)(F)F | CN1CCCN2C1=NCCC2 | F[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | 79 | |
O[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | C(C(C(F)(F)S(=O)(=O)F)(F)F)(C(F)(F)F)(F)F | CC(C)(C)N=C(N(C)C)N(C)C | F[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | 89 | |
O[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | C(C(C(F)(F)S(=O)(=O)F)(F)F)(C(F)(F)F)(F)F | CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3 | F[C@@H]1C[C@H](OCC2=CC=CC=C2)C1 | 82 | |
O[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | Clc1ccc(S(=O)(=O)F)cc1 | N\2=C1\N(CCCCC1)CCC/2 | F[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | 25 | |
O[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | Clc1ccc(S(=O)(=O)F)cc1 | CN1CCCN2C1=NCCC2 | F[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | 30 | |
O[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | Clc1ccc(S(=O)(=O)F)cc1 | CC(C)(C)N=C(N(C)C)N(C)C | F[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | 29 | |
O[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | Clc1ccc(S(=O)(=O)F)cc1 | CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3 | F[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | 30 | |
O[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | O=S(C1=CC=CC=N1)(F)=O | N\2=C1\N(CCCCC1)CCC/2 | F[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | 45 | |
O[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | O=S(C1=CC=CC=N1)(F)=O | CN1CCCN2C1=NCCC2 | F[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | 40 | |
O[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | O=S(C1=CC=CC=N1)(F)=O | CC(C)(C)N=C(N(C)C)N(C)C | F[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | 39 | |
O[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | O=S(C1=CC=CC=N1)(F)=O | CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3 | F[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | 33 | |
O[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | O=S(C1=CC=C(C(F)(F)F)C=C1)(F)=O | N\2=C1\N(CCCCC1)CCC/2 | F[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | 41 | |
O[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | O=S(C1=CC=C(C(F)(F)F)C=C1)(F)=O | CN1CCCN2C1=NCCC2 | F[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | 47 | |
O[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | O=S(C1=CC=C(C(F)(F)F)C=C1)(F)=O | CC(C)(C)N=C(N(C)C)N(C)C | F[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | 39 | |
O[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | O=S(C1=CC=C(C(F)(F)F)C=C1)(F)=O | CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3 | F[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | 33 | |
O[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | O=S(C1=CC=C([N+]([O-])=O)C=C1)(F)=O | N\2=C1\N(CCCCC1)CCC/2 | F[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | 48 | |
O[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | O=S(C1=CC=C([N+]([O-])=O)C=C1)(F)=O | CN1CCCN2C1=NCCC2 | F[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | 48 | |
O[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | O=S(C1=CC=C([N+]([O-])=O)C=C1)(F)=O | CC(C)(C)N=C(N(C)C)N(C)C | F[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | 40 | |
O[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | O=S(C1=CC=C([N+]([O-])=O)C=C1)(F)=O | CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3 | F[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | 32 | |
O[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | C(C(C(F)(F)S(=O)(=O)F)(F)F)(C(F)(F)F)(F)F | N\2=C1\N(CCCCC1)CCC/2 | F[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | 59 | |
O[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | C(C(C(F)(F)S(=O)(=O)F)(F)F)(C(F)(F)F)(F)F | CN1CCCN2C1=NCCC2 | F[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | 74 | |
O[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | C(C(C(F)(F)S(=O)(=O)F)(F)F)(C(F)(F)F)(F)F | CC(C)(C)N=C(N(C)C)N(C)C | F[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | 64 | |
O[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | C(C(C(F)(F)S(=O)(=O)F)(F)F)(C(F)(F)F)(F)F | CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3 | F[C@H]1C[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C1 | 58 |
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