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

HRID 23096
Notes
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Reaction equation

HRID 23096 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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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 BC 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-234b2d2cfd5742799503095206a222bd
Source dataset
uspto-grants-2005_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06849650B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes