[tert-Butoxycarbonyl-(3,4-difluorophenyl)-amino]-acetic acid → (3,4-Difluoro-phenyl)-[(5-hydroxymethyl-2-methyl-phenylcarbamoyl)-methyl]-carbamic acid tert-butyl ester

HRID 1267930Notes

Reaction equation

HRID 1267930 reaction equation
C([SiH2][O:6][C:7](C)(C)[C:8]1[CH:9]=[CH:10][C:11]([CH3:15])=[C:12]([NH2:14])[CH:13]=1)(C)(C)C.[C:18]([O:22][C:23]([N:25]([CH2:34][C:35](O)=[O:36])[C:26]1[CH:31]=[CH:30][C:29]([F:32])=[C:28]([F:33])[CH:27]=1)=[O:24])([CH3:21])([CH3:20])[CH3:19]>>[C:18]([O:22][C:23](=[O:24])[N:25]([C:26]1[CH:31]=[CH:30][C:29]([F:32])=[C:28]([F:33])[CH:27]=1)[CH2:34][C:35](=[O:36])[NH:14][C:12]1[CH:13]=[C:8]([CH2:7][OH:6])[CH:9]=[CH:10][C:11]=1[CH3:15])([CH3:21])([CH3:19])[CH3:20]

Participants

3

Reactant 2

HCID 18542398[tert-Butoxycarbonyl-(3,4-difluorophenyl)-amino]-acetic acidHCID 1373287435-(Tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-phenylamine

Product 1

HCID 54088725(3,4-Difluoro-phenyl)-[(5-hydroxymethyl-2-methyl-phenylcarbamoyl)-methyl]-carbamic acid tert-butyl esterYield 58.8%

Procedure

Prepared according to the method of Example 3b), from 5-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-phenylamine (2.0 g) and [tert-butoxycarbonyl-(3,4-difluorophenyl)-amino]-acetic acid (2.30 g) to give the sub-title product (1.9 g) as a white solid.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-2b7f4b7d78e4470793326f16cc6c9e9f
Source dataset
uspto-grants-2003_04
Patent number
US06555541B1

Reaction notes

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