Triethylamine → N-((Phenylmethoxy)carbonyl)glycine ethyl ester

HRID 1283768

Reaction equation

HRID 1283768 reaction equation
[CH2:1]([O:8][C:9]([NH:11][CH2:12][C:13]([OH:15])=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:16](N(CC)CC)[CH3:17].C(OC(ON=C(C#N)C(N)=O)=O)C>CN(C)C=O>[CH2:16]([O:14][C:13](=[O:15])[CH2:12][NH:11][C:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:10])[CH3:17]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 14349BenzyloxycarbonylglycineHCID 545656502-Ethoxycarbonyloxyimino-2-cyanoacetic acid amide

Product 1

HCID 14366N-((Phenylmethoxy)carbonyl)glycine ethyl ester

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of N-benzyloxycarbonylglycine (1.05 g) and triethylamine (0.73 ml) in dimethylformamide (9 ml), 2-ethoxycarbonyloxyimino-2-cyanoacetic acid amide (1.11 g) is added, and the resulting mixture is stirred for 2 hours. The reaction mixture is treated as in Example A to give N-benzyloxycarbonylglycine ethyl ester (0.2 g) as an oil.

Workup

  1. additionThe reaction mixture is treated as in Example A

Sources & evidence

ORD record
ord-58da88f91d30499cacfa8d4e8866fc85
Source dataset
uspto-grants-1976_08
Patent number
US03976635

Linked notes

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