4-Methyl-1-pentanol → N-(3,4-dichlorophenyl)alanine 4-methylpentyl Ester

HRID 480844

Reaction equation

HRID 480844 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.[CH3:16][CH:17]([CH3:22])[CH2:18][CH2:19]CO>>[CH3:16][CH:17]([CH3:22])[CH2:18][CH2:19][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

Participants

3

Reactant 2

HCID 122964-Methyl-1-pentanolHCID 54289412N-(3,4-dichlorophenyl)alanine Methyl Ester

Product 1

HCID 53799568N-(3,4-dichlorophenyl)alanine 4-methylpentyl Ester

Procedure

Following transesterification General Procedure AB above and using N-(3,4-dichlorophenyl)alanine methyl ester (from Example A9 above) and 4-methylpentanol (Aldrich), the title compound was prepared as an oil. The reaction was monitored by silica gel tlc (Rf=0.70 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-0a28d8ff71254311bfdf68f1d6dc13a2
Source dataset
uspto-grants-2003_11
Patent number
US06653303B1

Linked notes

Loading…