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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 8
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Original Articles

Improved Enantioselective Synthesis of Protected (3S,4S)-4-Amino-3,5-dihydroxypentanoic Acid (ADPA)

Duo Mei School of Pharmacy, Fudan University, Shanghai, China
,
Wei Zhang School of Pharmacy, Fudan University, Shanghai, China
&
Yingxia Li School of Pharmacy, Fudan University, Shanghai, ChinaCorrespondence[email protected]
Pages 1099-1105 | Received 12 Mar 2009, Published online: 12 Mar 2010
 
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Abstract

An improved enantioselective synthesis of protected (3S,4S)-4-amino-3,5-dihydroxypentanoic acid (ADPA) from L-serine has been developed. Enantioselectivity is improved by replacing the methyl ester with the tert-butyl ester and using neutral magnesium salt of esters to give β-keto ester.

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