Thimma Rawalpally, Yaohui Ji, T. P. Cleary
Feb 13, 2009
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0
Influential Citations
8
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Journal
Organic Process Research & Development
Abstract
The development of a nonaqueous process for the synthesis of 3-amino-pentan-1,5-diol is described. Beginning with dimethyl acetone-1,3-dicarboxylate, a telescoped sequence of reductive amination, Boc protection, sodium borohydride reduction, and acidic resin-mediated deprotection generates the title compound. The key to this efficient process is the telescoped deprotection, purification and nonaqueous isolation of the 3-amino-pentan-1,5-diol. The process involves four optimized chemical reactions using two solvents in 89% overall yield and 97−98 area % purity.