Benzyloxycarbonylglycine → HCID 20163754, compound

HRID 256370Notes

Reaction equation

HRID 256370 reaction equation
[CH2:1]([O:8][C:9]([NH:11][CH2:12][C:13]([OH:15])=O)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:16]([CH:19]1[NH:23][C:22](=[O:24])[CH:21]([CH3:25])[NH:20]1)([CH3:18])[CH3:17]>ClCCl.CO>[CH2:1]([O:8][C:9]([NH:11][CH2:12][C:13]([N:20]1[CH:21]([CH3:25])[C:22](=[O:24])[NH:23][CH:19]1[CH:16]([CH3:18])[CH3:17])=[O:15])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14349BenzyloxycarbonylglycineHCID 20163722HCID 20163722, compound

Product 1

HCID 20163754HCID 20163754, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The same procedure of the example 2, starting from N-benzyloxycarbonylglycine and 2-isopropyl-5-methyl-4-imidazolidinone afforded 1-(2-benzyloxycarbonylaminoacetyl)-2-isopropyl-5-methyl-4-imidazolidinone as a diastereoisomeric mixture Rf=0.52 and 0.57 (dichloromethane/methanol 9:1, silica gel plates) then the oily title compound as a diastereoisomeric mixture, Rf=0.24 and 0.27 (dichloromethane/methanol 7:3, silica gel plates). Mass spectrum (E.I., 70 e V, 1.5 mA), m/z=156 (M.+ --C3H7).

Sources & evidence

ORD record
ord-fd0893dc1a5a4a95a0eb6962ae370566
Source dataset
uspto-grants-1987_10
Patent number
US04703054

Reaction notes

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