Improved and Large-Scale Synthesis of N-methyl-D-aspartic Acid

Author(s): Liang Xi, Di Wu, Hong-You Zhu, Cong-Hai Zhang, Yi Jin, Jun Lin.

Journal Name: Current Organic Synthesis

Volume 12 , Issue 2 , 2015

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Abstract:

N-Methyl-D-aspartic acid (NMDA) has significant potential as a drug to treat diabetes, Parkinson’s and Alzheimer’s disease. Consequently, many efforts have been made for synthesis of NMDA, but there exist some flaws yet. In this paper, we report an improved method for Large-Scale Synthesis of optically pure NMDA by Eschweiler–Clarke reaction and deprotection of benzyl by ACE-Cl reagent. The synthesis has been achieved in five steps with an overall yield of 70% and an enantiomeric excess over 99.5%, in particularly, the method avoided the use of toxic methylation reagent. This method can be scaled up to kilogram quantities, providing a solid basis for its further bioactivity studies and drug development.

Keywords: Eschweiler–Clarke reaction, large-scale, Methylation, reductive amination.

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Article Details

VOLUME: 12
ISSUE: 2
Year: 2015
Page: [197 - 201]
Pages: 5
DOI: 10.2174/1570179411666141113215036
Price: $58

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