Benzyl chloroformate → Z-D-Nva-OH

HRID 436251Notes

Reaction equation

HRID 436251 reaction equation
[NH2:1][C@@H:2]([C:6]([OH:8])=[O:7])[CH2:3][CH2:4][CH3:5].[C:9](Cl)([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:10]>[OH-].[Na+]>[NH:1]([C:9]([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:10])[C@@H:2]([C:6]([OH:8])=[O:7])[CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 10387Benzyl chloroformateHCID 439575D-Norvaline

Product 1

HCID 10106192Z-D-Nva-OH

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

In the routine manner, H-D-Nva-OH is reacted with carbobenzoxy chloride in 2 N sodium hydroxide and the resultant compound is recrystallized from ethyl acetatepetroleum benzine. The procedure gives needles melting at 83°-84° C.

Workup

  1. customthe resultant compound is recrystallized from ethyl acetatepetroleum benzine

Sources & evidence

ORD record
ord-821203aefd17457cb1add5ade3cd9492
Source dataset
uspto-grants-1977_02
Patent number
US04008209

Reaction notes

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