| 甾体不对称合成的研究Ⅶ.新法合成2-烷基-2-(3′-羰基-6′-甲氧基羰基)-己基-1,3-环戊二酮 |
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| 引用本文： | 庄治平,周维善.甾体不对称合成的研究Ⅶ.新法合成2-烷基-2-(3′-羰基-6′-甲氧基羰基)-己基-1,3-环戊二酮[J].药学学报,1984,19(9):676-680. |
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| 作者姓名： | 庄治平 周维善 |
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| 作者单位： | 中国科学院上海有机化学研究所
(庄治平)，中国科学院上海有机化学研究所(周维善) |
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| 摘 要： | 本文报道以丙烯醛为原料经γ-羰基亚砜合成了2-烷基-2-(3′-羰基-6′-甲氧基羰基)-己基-1,3-环戊二酮(2 a,b),7步总产率分别为13%和17%。2 a,b经微生物或S-氨基酸的不对称合成即得光学活性甾体药物全合成的合成原。
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| 关 键 词： | 甾体化合物 全合成 γ-羰基亚砜 合成原 |
| 收稿时间： | 1983-05-05 |
STUDY ON ASYMMETRICAL SYNTHESIS OF STEROIDS.Ⅶ.A NOVEL METHOD FOR SYNTHESIS OF 2-ALKYL-2-(3'-OXO-6'-METHOXYCARBONYL-) HEXYL-1,3-CYCLOPENTANDIONE |
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| ZHUANG Zhi-Ping and ZHOU Wei-Shan.STUDY ON ASYMMETRICAL SYNTHESIS OF STEROIDS.Ⅶ.A NOVEL METHOD FOR SYNTHESIS OF 2-ALKYL-2-(3'-OXO-6'-METHOXYCARBONYL-) HEXYL-1,3-CYCLOPENTANDIONE[J].Acta Pharmaceutica Sinica,1984,19(9):676-680. |
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| Authors: | ZHUANG Zhi-Ping and ZHOU Wei-Shan |
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| Abstract: | The 2-alkyl-2-(3′-oxo-6′-methoxycarbonyl-) hexyl-1, 3-cyclopentanedione(2) which can be converted to the optically active synthons by microbial asymmetric reduction or asymmetrical induction of S-amino acids is a key intermediate for total synthesis of steroids. Compound 2 was synthesized from acrolein (4) through the reaction sequence shown in scheme. The overall yields from 4 to 2 were 13% (R=CH3) and 17% (R=C2H5) respectively. |
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| Keywords: | Total synthesis γ-keto-sulfoxide Synthon Steroid |
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