2,6-Difluorobenzoyl chloride → N-(2,6-difluorobenzoyl)-L-tyrosine tert-butyl ester

HRID 253738

Reaction equation

HRID 253738 reaction equation
[C:1]([O:5][C:6](=[O:17])[C@H:7]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=1)[NH2:8])([CH3:4])([CH3:3])[CH3:2].[F:18][C:19]1[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[C:20]=1[C:21](Cl)=[O:22]>>[C:1]([O:5][C:6](=[O:17])[C@H:7]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=1)[NH:8][C:21](=[O:22])[C:20]1[C:19]([F:18])=[CH:27][CH:26]=[CH:25][C:24]=1[F:28])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 874382,6-Difluorobenzoyl chlorideHCID 6950582L-Tyrosine 1,1-dimethylethyl ester

Product 1

HCID 66843056N-(2,6-difluorobenzoyl)-L-tyrosine tert-butyl ester

Procedure

L-tyrosine tert-butyl ester (10.0 g) was acylated with 2,6-difluorobenzoyl chloride in a similar manner as described Example 1-(5) to give N-(2,6-difluorobenzoyl)-L-tyrosine tert-butyl ester (15.9 g). mp. 145-148° C.; IR (Nujol) 1728, 1638 cm−1; MS (APCI) m/z 395 (M+NH4), 378 (M+H).

Sources & evidence

ORD record
ord-ed4f534cb0124596a6078e226af97ec8
Source dataset
uspto-grants-2011_01
Patent number
US07872151B2

Linked notes

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