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

HRID 273269

Reaction equation

HRID 273269 reaction equation
Cl.[CH2:2]([O:4][C:5](=[O:16])[C@H:6]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)[NH2:7])[CH3:3].[F:17][C:18]1[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[C:19]=1[C:20](Cl)=[O:21]>>[CH2:2]([O:4][C:5](=[O:16])[C@H:6]([CH2:8][C:9]1[CH:10]=[CH:11][C:12]([OH:15])=[CH:13][CH:14]=1)[NH:7][C:20](=[O:21])[C:19]1[C:18]([F:17])=[CH:26][CH:25]=[CH:24][C:23]=1[F:27])[CH3:3]

Participants

3

Reactant 2

HCID 874382,6-Difluorobenzoyl chlorideHCID 2724939Tyrosine ethyl ester hydrochloride

Product 1

HCID 66843057N-(2,6-difluorobenzoyl)-L-tyrosine ethyl ester

Procedure

L-Tyrosine ethyl ester hydrochloride (10.0 g) was acylated with 2,6-difluorobenzoyl chloride in a similar manner as described in Example 1-(5) to give N-(2,6-difluorobenzoyl)-L-tyrosine ethyl ester (13.2 g). mp. 149-150° C.; IR (Nujol) 3424, 3277, 1721, 1660, 1624 cm−1; MS (APCI) m/z 350 (M+H).

Sources & evidence

ORD record
ord-36aef04db34843dc9c495520e2c6bf7b
Source dataset
uspto-grants-2008_11
Patent number
US07456217B2

Linked notes

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