2-Methyl-1-butanol → N-(phenylacetyl)valine 2-methylbutyl Ester

HRID 2271157Notes

Reaction equation

HRID 2271157 reaction equation
[C:1]1([CH2:7][C:8]([NH:10][C@H:11]([C:15]([OH:17])=[O:16])[CH:12]([CH3:14])[CH3:13])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:18][CH:19]([CH2:22][CH3:23])[CH2:20]O>>[CH3:18][CH:19]([CH2:22][CH3:23])[CH2:20][O:16][C:15](=[O:17])[C@H:11]([CH:12]([CH3:13])[CH3:14])[NH:10][C:8](=[O:9])[CH2:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 87232-Methyl-1-butanolHCID 853958(2S)-3-methyl-2-(2-phenylacetamido)butanoic acid

Product 1

HCID 15481773N-(phenylacetyl)valine 2-methylbutyl Ester

Procedure

Following General Procedure C and using the N-(phenylacetyl)valine prepared in Step A above and 2-methylbutan-1-ol (Aldrich), the title compound was prepared as a diastereomeric mixture. The reaction was monitored by tlc on silica gel and purification was by filtration as described in the general procedure.

Workup

  1. customThe reaction was monitored by tlc on silica gel and purification
  2. filtrationwas by filtration

Sources & evidence

ORD record
ord-6d0f34efbb7b445d984ac3f735fc4751
Source dataset
uspto-grants-2001_12
Patent number
US06333351B1

Reaction notes

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