Paper
Study on Synthesis of (R)-tert-butyl (1-hydroxybut-3-yn-2-yl)carbamate
Published Jan 16, 2014 · L. Tang, C. Lv, D. Liu
Advanced Materials Research
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Abstract
(R)-tert-butyl (1-hydroxybut-3-yn-2-yl) carbamate, an key intermediate of the natural product jaspine B which was isolated from various sponges and endowed with cytotoxic activity against several human carcinoma cell lines, was synthesized from L-Serine in overall yield 41% through seven steps, including esterification, Boc protection, acetonization, reduction,Corey-Fuchs reaction and deprotection.
This study successfully synthesized (R)-tert-butyl (1-hydroxybut-3-yn-2-yl) carbamate from L-Serine, a key intermediate in jaspine B, with a 41% overall yield and demonstrated its cytotoxic activity against various human carcinoma cell lines
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