Glycine methyl ester → methyl Boc-D-methionyl-glycinate

HRID 1980469Notes

Reaction equation

HRID 1980469 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@H:9]([C:14]([OH:16])=O)[CH2:10][CH2:11][S:12][CH3:13])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:17][O:18][C:19](=[O:22])[CH2:20][NH2:21]>>[CH3:17][O:18][C:19](=[O:22])[CH2:20][NH:21][C:14](=[O:16])[C@@H:9]([CH2:10][CH2:11][S:12][CH3:13])[NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7]

Participants

3

Reactant 2

HCID 69221Glycine methyl esterHCID 111051N-(tert-Butyloxycarbonyl)-D-methionine

Product 1

HCID 13216971methyl Boc-D-methionyl-glycinate

Procedure

The title compound was prepared by the general method of Example 1 using 198 g (0.79 mole) of t-butoxycarbonyl-D-methionine (Boc-D-Met) and 99.5 g (0.79 mole) glycine methyl ester (Gly-OMe) hydrochloride. The title compound was isolated as an analytically pure solid without further purification.

Sources & evidence

ORD record
ord-8f490ff3b07c41fea880501721de1f20
Source dataset
uspto-grants-1985_04
Patent number
US04510085

Reaction notes

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