Isobutanol → N-(3,5-difluorophenyl)alanine Iso-butyl Ester

HRID 23049

Reaction equation

HRID 23049 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:9][C@H:10]([C:12]([OH:14])=[O:13])[CH3:11])[CH:5]=[C:6]([F:8])[CH:7]=1.[CH2:15](O)[CH:16]([CH3:18])[CH3:17]>>[CH2:15]([O:13][C:12](=[O:14])[C@H:10]([CH3:11])[NH:9][C:4]1[CH:3]=[C:2]([F:1])[CH:7]=[C:6]([F:8])[CH:5]=1)[CH:16]([CH3:18])[CH3:17]

Participants

3

Reactant 2

HCID 6560IsobutanolHCID 53936901N-(3,5-difluorophenyl)alanine

Product 1

HCID 54289378N-(3,5-difluorophenyl)alanine Iso-butyl Ester

Procedure

Following General Procedure AH above and using N-(3,5-difluorophenyl)alanine (from Example AC above) and iso-butanol, the title compound was prepared as an oil. The reaction was monitored by tlc on silica gel (Rf=0.9 in 3% methanol/methylene chloride) and purification was by preparative plate chromatography (silica gel using 3% methanol/methylene chloride as the eluant).

Workup

  1. customThe reaction was monitored by tlc on silica gel (Rf=0.9 in 3% methanol/methylene chloride) and purification

Sources & evidence

ORD record
ord-d5613df61c1a406e8d4bc734c58fdd6b
Source dataset
uspto-grants-2005_02
Patent number
US06849650B2

Linked notes

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