N-(3,5-dichlorophenyl)-D,L-alanine → N-[N-(3,5-dichlorophenyl)-D,L-alanyl]-(S)-2-aminohexanamide
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][CH:10]([C:12]([OH:14])=O)[CH3:11])[CH:5]=[C:6]([Cl:8])[CH:7]=1.C([NH:22][C@H:23]([C:28]([NH2:30])=[O:29])[CH2:24][CH2:25][CH2:26][CH3:27])(OC(C)(C)C)=O>>[Cl:8][C:6]1[CH:5]=[C:4]([NH:9][CH:10]([C:12]([NH:30][C:28](=[O:29])[C@@H:23]([NH2:22])[CH2:24][CH2:25][CH2:26][CH3:27])=[O:14])[CH3:11])[CH:3]=[C:2]([Cl:1])[CH:7]=1Participants
3
Procedure
Following General Procedure D and using N-(3,5-dichlorophenyl)-D,L-alanine (from Example B above) and L-norleucine amide (fronm Example F above), the title compound was prepared. The reaction was monitored by tlc (Rf=0.15 in 3% methanol/dichloro methane) and purification of this compound was by thin layer chromatography with 3% methanol/dichloromethane.
Workup
- customThe reaction was monitored by tlc (Rf=0.15 in 3% methanol/dichloro methane) and purification of this compound
Sources & evidence
- ORD record
- ord-61fc1cb57c154b9fbefec41004da5950
- Source dataset
- uspto-grants-2002_12
- Patent number
- US06495693B2
Reaction notes
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