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Merck
  • Dirhodium(II)-catalyzed C-H amination reaction of (S)-3-(tert-butyldimethylsilyloxy)-2-methylpropyl carbamate: a facile preparation of optically active monoprotected 2-amino-2-methyl-1,3-propanediol.

Dirhodium(II)-catalyzed C-H amination reaction of (S)-3-(tert-butyldimethylsilyloxy)-2-methylpropyl carbamate: a facile preparation of optically active monoprotected 2-amino-2-methyl-1,3-propanediol.

Chemical & pharmaceutical bulletin (2007-09-11)
Takayuki Yakura, Yuya Yoshimoto, Chisaki Ishida
ABSTRACT

Dirhodium(II)-catalyzed C-H amination reaction of (S)-3-(tert-butyldimethylsilyloxy)-2-methylpropyl carbamate, which was easily prepared from methyl (S)-2-methyl-3-hydroxypropanoate, proceeded more smoothly than those of their 2-(methoxycarbonyl)propyl derivative to give the corresponding oxazolidinone in excellent yield. The resulting oxazolidinone was converted efficiently into both (R)-monoprotected and (S)-monoprotected 2-amino-2-methyl-1,3-propanediols.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
2-Amino-2-methyl-1,3-propanediol, BioUltra, ≥99.5% (NT)
Sigma-Aldrich
2-Amino-2-methyl-1,3-propanediol, ≥99%