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Sharma A, Chattopadhyay S. Enantiomeric synthesis of (3R)-3-amino-5-methyl-2-oxo-hexan-1-ol hydrochloride from cyclohexylideneglyceraldehyde. Enantiomer. 2000;5(2):175-9
Sharma, A., & Chattopadhyay, S. (2000). Enantiomeric synthesis of (3R)-3-amino-5-methyl-2-oxo-hexan-1-ol hydrochloride from cyclohexylideneglyceraldehyde. Enantiomer, 5(2), 175-9.
Sharma, and Chattopadhyay. "Enantiomeric synthesis of (3R)-3-amino-5-methyl-2-oxo-hexan-1-ol hydrochloride from cyclohexylideneglyceraldehyde." Enantiomer vol. 5,2 (2000): 175-9.
Sharma A, Chattopadhyay S. Enantiomeric synthesis of (3R)-3-amino-5-methyl-2-oxo-hexan-1-ol hydrochloride from cyclohexylideneglyceraldehyde. Enantiomer. 2000;5(2):175-9. PMID: 10857056.
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Enantiomer. 2000;5(2):175-9.

Enantiomeric synthesis of (3R)-3-amino-5-methyl-2-oxo-hexan-1-ol hydrochloride from cyclohexylideneglyceraldehyde.

Enantiomer

Sharma, Chattopadhyay

Affiliations

  1. Bio-Organic Division, Bhabha Atomic Research Centre, Mumbai, India.

PMID: 10857056

Abstract

The first enantioselective synthesis of the title compound, (3R)-3-amino-5-methyl-2-oxo-hexan-1-ol hydrochloride (9a), an inhibitor of metalloprotein aminopeptidases has been developed from an enantiomerically pure 3-alkylglycerol. The required 3-alkylglycerol was, in turn, prepared by simple Grignard addition to cyclohexylideneglyceraldehyde 1 followed by separation of the epimeric product carbinols by normal column chromatography. The other attractive features of the synthesis was the use of inexpensive reagents and operationally simple synthetic protocols.

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