Methylamine → 3-Benzyloxycarbonylamino-2(R,S)-methylpropionic acid N-methylamide

HRID 2256763Notes

Reaction equation

HRID 2256763 reaction equation
C[O:2][C:3](=O)[CH:4]([CH3:17])[CH2:5][NH:6][C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8].[CH3:19][NH2:20]>>[CH3:19][NH:20][C:3](=[O:2])[CH:4]([CH3:17])[CH2:5][NH:6][C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 223644703-Benzyloxycarbonylamino-2(r,s)-methylpropionic acid methyl ester

Product 1

HCID 223644733-Benzyloxycarbonylamino-2(R,S)-methylpropionic acid N-methylamide

Procedure

2.52 g of 3-benzyloxycarbonylamino-2(R,S)-methylpropionic acid methyl ester and 50 ml of 33% methylamine (in ethanol) are stirred at room temperature for 48 hours. The reaction mixture is concentrated by evaporation and the title compound is obtained from the residue by crystallisation from ethyl acetate: Rf (dichloromethane/methanol=95:5)=0.42; m.p. 128°-129° C.

Workup

  1. concentrationThe reaction mixture is concentrated by evaporation

Sources & evidence

ORD record
ord-8f54522d0b104094b666bb29006c8d84
Source dataset
uspto-grants-1997_08
Patent number
US05654445

Reaction notes

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