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

HRID 264956Notes

Reaction equation

HRID 264956 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-d89176841ab148a1aa39810b01e69e27
Source dataset
uspto-grants-1997_07
Patent number
US05646143

Reaction notes

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