Allyl Alcohol → N-(3,4dichlorophenyl)alanine Allyl Ester

HRID 23033

Reaction equation

HRID 23033 reaction equation
[CH3:1][O:2][C:3](=[O:15])[C@H:4]([CH3:14])[NH:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[C:8]([Cl:13])[CH:7]=1.[CH2:16](O)[CH:17]=C>>[CH2:1]([O:2][C:3](=[O:15])[C@H:4]([CH3:14])[NH:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[C:8]([Cl:13])[CH:7]=1)[CH:16]=[CH2:17]

Participants

3

Reactant 2

HCID 7858Allyl AlcoholHCID 54289412N-(3,4-dichlorophenyl)alanine Methyl Ester

Product 1

HCID 53861976N-(3,4dichlorophenyl)alanine Allyl Ester

Procedure

Following transesterification General Procedure AB above and using N-(3,4-dichlorophenyl)alanine methyl ester (from Example A9 above) and allyl alcohol (Aldrich), the title compound was prepared as an oil. The reaction was monitored by silica gel tlc (Rf=0.62 in 25% EtOAc/hexanes). Purification was by preparative plate chromatography (silica gel using 25% EtOAc/hexanes as the eluant).

Workup

  1. customPurification

Sources & evidence

ORD record
ord-f5c29fd86a204365875bccc1ad466609
Source dataset
uspto-grants-2005_02
Patent number
US06849650B2

Linked notes

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