1-Cyclohexene-1-acetic acid → N-[(cyclohex-1-enyl)acetyl]-L-alanine Iso-butyl Ester
Reaction equation
[C:1]1([CH2:7][C:8]([OH:10])=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.Cl.[CH2:12]([O:16][C:17](=[O:21])[C@H:18]([CH3:20])[NH2:19])[CH:13]([CH3:15])[CH3:14]>>[CH2:12]([O:16][C:17](=[O:21])[C@H:18]([CH3:20])[NH:19][C:8](=[O:10])[CH2:7][C:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1)[CH:13]([CH3:15])[CH3:14]Participants
3
Procedure
Following General Procedure B′ above, and using cyclohex-1-enyl acetic acid (Alfa) and L-alanine iso-butyl ester hydrochloride (from Example B′ above), the title compound was prepared as a solid having a melting point of 49° C.-51 ° C. The reaction was monitored by tlc on silica gel (Rf=0.40 in 1:3 EtOAc:hexane) and purification was by extraction with Et2O followed by washes with aqueous K2CO3 and aqueous HCl.
Sources & evidence
- ORD record
- ord-85b9c3160a10455ca044804923ef49e5
- Source dataset
- uspto-grants-2001_04
- DOI