Allyl chloroformate → 3-(4-Chlorophenyl)-2-{[(prop-2-en-1-yloxy)carbonyl]amino}propanoic acid

HRID 1670496Notes

Reaction equation

HRID 1670496 reaction equation
[Cl:1][C:2]1[CH:13]=[CH:12][C:5]([CH2:6][C@@H:7]([C:9]([OH:11])=[O:10])[NH2:8])=[CH:4][CH:3]=1.Cl[C:15]([O:17][CH2:18][CH:19]=[CH2:20])=[O:16]>CO>[CH2:18]([O:17][C:15]([NH:8][CH:7]([CH2:6][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:13][CH:12]=1)[C:9]([OH:11])=[O:10])=[O:16])[CH:19]=[CH2:20]

Participants

4

Reactant 2

HCID 18052Allyl chloroformateHCID 7361904-Chloro-L-phenylalanine

Product 1

HCID 673396363-(4-Chlorophenyl)-2-{[(prop-2-en-1-yloxy)carbonyl]amino}propanoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The product is prepared by methods (ET3N, methanol) known from the literature starting from 10 g of 4-chlorophenylalanine and 8 ml of allyl chloroformate. MW=283.71 (calculated monoisotopic); measured value (M+H)+: 284.1.

Sources & evidence

ORD record
ord-cf51c30ce5d8403c87f212451a00d5b7
Source dataset
uspto-grants-2011_08
Patent number
US07994168B2

Reaction notes

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