Cyclopentanol → N-(3,4dichlorophenyl)alanine Cyclopentyl 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.[CH:16]1(O)[CH2:20]C[CH2:18][CH2:17]1>>[CH:1]1([O:2][C:3](=[O:15])[C@H:4]([CH3:14])[NH:5][C:6]2[CH:11]=[CH:10][C:9]([Cl:12])=[C:8]([Cl:13])[CH:7]=2)[CH2:18][CH2:17][CH2:16][CH2:20]1Participants
3
Procedure
Following transesterification General Procedure AB above and using N-(3,4-dichlorophenyl)alanine methyl ester (from Example A9 above) and cyclopentanol (Aldrich), the title compound was prepared as an oil. The reaction was monitored by silica gel tlc (Rf=0.66 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-2fc22499d93046508fc5644dd7573c78