Trimethylsilyldiazomethane → 2-Tert-butoxycarbonylamino-4-hydroxy-butyric acid methyl ester

HRID 1786046Notes

Reaction equation

HRID 1786046 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:13][CH2:14][OH:15])[C:10]([OH:12])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:16][Si](C=[N+]=[N-])(C)C>CO>[CH3:16][O:11][C:10](=[O:12])[CH:9]([NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:13][CH2:14][OH:15]

Participants

4

Reactant 2

HCID 167693TrimethylsilyldiazomethaneHCID 41186272-(((Tert-butoxy)carbonyl)amino)-4-hydroxybutanoic acid

Product 1

HCID 68578092-Tert-butoxycarbonylamino-4-hydroxy-butyric acid methyl ester

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-tert-Butoxycarbonylamino-4-hydroxy-butyric acid (0.79 g, 3.6 mmol) was dissolved in 15 ml methanol at room temperature and (trimethylsilyl)diazomethane (2M solution in hexane) was added till solution become yellow. The mixture was concentrated down to afford crude 2-tert-butoxycarbonylamino-4-hydroxy-butyric acid methyl ester.

Workup

  1. concentrationThe mixture was concentrated down

Sources & evidence

ORD record
ord-5ce92dc187844cc28977b7bd81bea19d
Source dataset
uspto-grants-2009_03
Patent number
US07504508B2

Reaction notes

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