Synthesis of a silicon-containing analogue of chloramphenicol

Max Frankel; Mordechai Broze; David Gertner; Albert Zilkha

doi:10.1039/j39660000249

Synthesis of a silicon-containing analogue of chloramphenicol

Max Frankel^*
, Mordechai Broze
, David Gertner
, Albert Zilkha

^*Corresponding author for this work

Institute of Chemistry

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

Abstract

A silicon-containing analogue of chloramphenicol, 2-dichloroacetamido-1-(p- trimethylsilylphenyl)propan-1,3-diol, has been prepared from p-trimethylsilylbenzaldehyde by condensation with glycine, reduction of p-trimethylsilylphenylserine to 2-amino-1-(p-trimethylsilylphenyl)propan-1,3- diol, and dichloroacetylation. The chloramphenicol analogue has the threo configuration.

Original language	English
Pages (from-to)	249-250
Number of pages	2
Journal	Journal of the Chemical Society C: Organic Chemistry
DOIs	https://doi.org/10.1039/j39660000249
State	Published - 1966

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abstract = "A silicon-containing analogue of chloramphenicol, 2-dichloroacetamido-1-(p- trimethylsilylphenyl)propan-1,3-diol, has been prepared from p-trimethylsilylbenzaldehyde by condensation with glycine, reduction of p-trimethylsilylphenylserine to 2-amino-1-(p-trimethylsilylphenyl)propan-1,3- diol, and dichloroacetylation. The chloramphenicol analogue has the threo configuration.",

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AU - Broze, Mordechai

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AU - Zilkha, Albert

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N2 - A silicon-containing analogue of chloramphenicol, 2-dichloroacetamido-1-(p- trimethylsilylphenyl)propan-1,3-diol, has been prepared from p-trimethylsilylbenzaldehyde by condensation with glycine, reduction of p-trimethylsilylphenylserine to 2-amino-1-(p-trimethylsilylphenyl)propan-1,3- diol, and dichloroacetylation. The chloramphenicol analogue has the threo configuration.

AB - A silicon-containing analogue of chloramphenicol, 2-dichloroacetamido-1-(p- trimethylsilylphenyl)propan-1,3-diol, has been prepared from p-trimethylsilylbenzaldehyde by condensation with glycine, reduction of p-trimethylsilylphenylserine to 2-amino-1-(p-trimethylsilylphenyl)propan-1,3- diol, and dichloroacetylation. The chloramphenicol analogue has the threo configuration.

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ER -

Synthesis of a silicon-containing analogue of chloramphenicol

Abstract

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