Abstract
A classic reductive amidation/amination (C-N bond formation) approach for DNJ synthesis has been widely practiced due to the availability of low-cost reagents. The key steps for this synthetic route are Swern oxidation, reductive amidation/amination, and debenzylation. A lot of attention has been given to the optimization of these key intermediates apart from debenzylation. This review aims to describe the deprotection advances employing efficient, systematic, and practical protocols for sample preparation and separation by using Pd(OH)2/C, Li, BCl3 and Pd/C as catalysts. The impact of varying reaction parameters such as solvents, acids and temperature for deprotection was emphasized for optimal DNJ synthesis.
Keywords: 1-Deoxynojirimycin (DNJ), sugar source, chemical synthesis, reductive amidation/amination, deprotection, azasugars.
Graphical Abstract
Mini-Reviews in Organic Chemistry
Title:An Overview of Debenzylation Methods to Obtain 1-Deoxynojirimycin (DNJ)
Volume: 18 Issue: 8
Author(s): Mehwish Iftikhar, Min Zhou*Yinghong Lu
Affiliation:
- School of Chemical Engineering, Nanjing University of Science & Technology, Nanjing,China
Keywords: 1-Deoxynojirimycin (DNJ), sugar source, chemical synthesis, reductive amidation/amination, deprotection, azasugars.
Abstract: A classic reductive amidation/amination (C-N bond formation) approach for DNJ synthesis has been widely practiced due to the availability of low-cost reagents. The key steps for this synthetic route are Swern oxidation, reductive amidation/amination, and debenzylation. A lot of attention has been given to the optimization of these key intermediates apart from debenzylation. This review aims to describe the deprotection advances employing efficient, systematic, and practical protocols for sample preparation and separation by using Pd(OH)2/C, Li, BCl3 and Pd/C as catalysts. The impact of varying reaction parameters such as solvents, acids and temperature for deprotection was emphasized for optimal DNJ synthesis.
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Cite this article as:
Iftikhar Mehwish , Zhou Min *, Lu Yinghong, An Overview of Debenzylation Methods to Obtain 1-Deoxynojirimycin (DNJ), Mini-Reviews in Organic Chemistry 2021; 18 (8) . https://dx.doi.org/10.2174/1570193X18666210203160106
DOI https://dx.doi.org/10.2174/1570193X18666210203160106 |
Print ISSN 1570-193X |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6298 |
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