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Chin. J. Org. Chem. ›› 2006, Vol. 26 ›› Issue (9): 1309-1312. Previous Articles Next Articles
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陈克喜*,a,程向炜b,金佳敏a,盛柳青c
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CHEN Ke-Xi*,a,CHENG Xiang-Weib,JING Jia-Mina,SHENG Liu-Qingc
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A new and highly efficient synthesis of (+)-biotin which is based on the ready availability of L-cysteine or L-cystine as a chiral starting material has been achieved, which contains 10 steps reactions with over 30% yield. From L-cysteine involving amidoalkylation of hydroxy imidazothiazolone 2 to furnish C-7-substituted imidazo-thiazolones 3, then rearrange and hydrolyze to form 4 by Collins oxidation, reducetion of intermediate 4 and so on, the requisite biotin skeletal structure is established.
Key words: amidoalkylation, L-cysteine, d-biotin
CHEN Ke-Xi*,a,CHENG Xiang-Weib,JING Jia-Mina,SHENG Liu-Qingc. Studies on Total Synthesis of d-Biotin[J]. Chin. J. Org. Chem., 2006, 26(9): 1309-1312.
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