Ethyl bromodifluoroacetate → HCID 67467182, compound

HRID 403223Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1/[C:8](=[N:11]/[S@@:12]([C:14]([CH3:17])([CH3:16])[CH3:15])=[O:13])/[CH2:9][CH3:10].Br[C:19]([F:26])([F:25])[C:20]([O:22][CH2:23][CH3:24])=[O:21]>>[CH2:23]([O:22][C:20](=[O:21])[C:19]([F:26])([F:25])[C@@:8]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[F:1])([NH:11][S@@:12]([C:14]([CH3:16])([CH3:17])[CH3:15])=[O:13])[CH2:9][CH3:10])[CH3:24]

Participants

Reactant 2

HCID 69585Ethyl bromodifluoroacetate

HCID 178458094HCID 178458094, compound

Product 1

HCID 67467182HCID 67467182, compound

Procedure

Starting from (R)-2-methyl-propane-2-sulfinic acid [1-(2-fluoro-phenyl)-prop-(E)-ylidene]-amide (intermediate A2F) and ethyl 2-bromo-2,2-difluoroacetate, the product (R)-2,2-difluoro-3-(2-fluoro-phenyl)-3-((R)-2-methyl-propane-2-sulfinylamino)-pentanoic acid ethyl ester was obtained as a colorless oil. MS (ISP): m/z=380.2 [M+H]+.

Sources & evidence

ORD record: ord-ee57d681c2d54a069b78d5e656714042
Source dataset: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08748418B2

Reaction notes

Loading…