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Methods for total synthesis of steroids. 18. Delta-16-keto steroid approach to ring D. H. Introduction of 17-carboxy group. Synthesis of 14-alpha,17-beta and 14-beta,17-alpha isomers of rac-estra-5(10),6,8-triene-17-carboxylic acid.

作者信息

Wilds A L, Harnik M, Shimizu R Z, Tyner D A

出版信息

J Am Chem Soc. 1966 Feb 20;88(4):799-804. doi: 10.1021/ja00956a036.

DOI:10.1021/ja00956a036
PMID:5902560
Abstract
摘要

相似文献

1
Methods for total synthesis of steroids. 18. Delta-16-keto steroid approach to ring D. H. Introduction of 17-carboxy group. Synthesis of 14-alpha,17-beta and 14-beta,17-alpha isomers of rac-estra-5(10),6,8-triene-17-carboxylic acid.甾体全合成方法。18. D环的Δ-16-酮甾体方法。H. 17-羧基的引入。消旋-雌甾-5(10),6,8-三烯-17-羧酸的14-α,17-β和14-β,17-α异构体的合成。
J Am Chem Soc. 1966 Feb 20;88(4):799-804. doi: 10.1021/ja00956a036.
2
3-Carboxy-20-keto steroids are dual uncompetitive inhibitors of human steroid 5 alpha-reductase types 1 and 2.
Bioorg Med Chem. 1996 Sep;4(9):1481-5. doi: 10.1016/0968-0896(96)00141-1.
3
Structural requirements for the action of steroids as quenchers of albumin fluorescence.类固醇作为白蛋白荧光淬灭剂发挥作用的结构要求。
Biochim Biophys Acta. 1975 Dec 17;409(3):376-86. doi: 10.1016/0005-2760(75)90033-8.
4
Enzymic, ATP-Dependent cleavage of beta-methyl-delta-keto-delta(alpha beta)-hexenoic acid. I. Beta-methyl-delta-keto-delta(alpha beta)-hexenoic acid as acetyl donor.
Acta Biochim Biophys Acad Sci Hung. 1969;4(2):141-9.
5
Stereochemical studies. 3. Alkylation of delta-4-3-keto steroids.
J Org Chem. 1966 Mar;31(3):705-10. doi: 10.1021/jo01341a014.
6
Stereochemic studies. II. Conformational analysis of delta-5-3-keto steroids.
J Org Chem. 1966 Mar;31(3):699-704. doi: 10.1021/jo01341a013.
7
[The synthesis of 3-amino steroids. The condensation of 3-keto 5 alpha-cholestane and 3-keto 4-cholestene with ethyl esters of amino acids in the presence of palladium on carbon and of hydrogen].
Bull Soc Chim Fr. 1967 Dec;12:4508-11.
8
Conformational design for 13alpha-steroids.
J Org Chem. 2000 Sep 8;65(18):5487-97. doi: 10.1021/jo000108x.
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Methylenation of unsaturated ketones. 8. Reaction of delta-14-, delta 1,4,6-, and delta-4,6-3-keto steroids with phenyl(trichloromethyl)mercury.
J Org Chem. 1970 Apr;35(4):1060-4. doi: 10.1021/jo00829a044.
10
Stereoselective hydrolysis of 16 alpha-halo-17-keto steroids and long-range substitution effects on the hydrolysis of 16 alpha-bromo-17-ketones and 2 alpha-bromo-3-ketones.16α-卤代-17-酮甾体的立体选择性水解以及对16α-溴-17-酮和2α-溴-3-酮水解的远程取代效应
Steroids. 1985 May;45(5):403-10. doi: 10.1016/0039-128x(85)90005-4.

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