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

HRID 744847Notes

Reaction equation

HRID 744847 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-c54887840c3b4e3dbf1613b530028b60
Source dataset
uspto-grants-1996_09
Patent number
US05559111

Reaction notes

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