N-(9-Fluorenylmethoxycarbonyl)-D-Alloisoleucine Methyl Ester置于盐酸体系中,用 1,4-二氧六环 用作溶剂,化学反应 48.0H,以90%的收率获得n-芴甲氧羰基-D-别异亮氨酸
参考文献:Total Synthesis Of The Didemnins; Iii.-Synthesis Of Protected (2R,3S)-Alloisoleucine And (3S,4R,5S)-Isostatine Derivatives-Amino Acids From Hydroxy Acids
标题:Total Synthesis Of The Didemnins; Iii.-Synthesis Of Protected (2R,3S)-Alloisoleucine And (3S,4R,5S)-Isostatine Derivatives-Amino Acids From Hydroxy Acids
摘要:(2S,3S)-2-乙酰氧基-3-甲基戊酸(3)是通过l-异亮氨酸(2)制备的,保留构型率为96%.化合物3转化为光学纯的甲基d-全异亮氨酸盐酸盐(7),经过甲烷磺酸酯5和叠氮化合物6,产率为76%,反转率为99.9%.随后对7进行保护-皂化-活化反应,再与甲基三甲基硅基丙二酸锂烯醇盐反应并还原,得到(3S,4R,5S)-N-(9-芴甲氧基羰基)异亮氨酸(12).(3S,4R,5S)-异亮氨酸是二氟氮碱1的特征单元.
Doi:10.1055/s-1989-27404