Allyl Alcohol → N-(3,4dichlorophenyl)alanine Allyl Ester
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
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
- customPurification
Sources & evidence
- ORD record
- ord-f5c29fd86a204365875bccc1ad466609
- Source dataset
- uspto-grants-2005_02
- Patent number
- US06849650B2
Reaction notes
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