Study of the cotton effect of 16-substituted 20-keto pregnane and 17α-pregnane derivatives☆
作者： P. Crabbé , F. McCapra , F. Comer , A.I. Scott
DOI: 10.1016/S0040-4020(01)90825-7
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摘要: Abstract A study of the circular dichroism characteristics various 16-substituted 20-keto pregnane and isopregnane derivatives has been made. The curves 16,17-trans compounds are simila to those 16-unsubstituted parent compounds. Modifications functions in rings B have little effect, if any, on maxima around 290 mμ. In case 16,17-cis compounds, both configuration nature 16-substituent an important bearing sign intensity Cotton effect associated with 17-acetyl side chain. data for 16,17-epoxy-20-keto steroids discussed.
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sci-hub.se 参考文章(37)
A.I. Scott, F. McCapra, F. Comer, S.A. Sutherland, D.W. Young, G.A. Sim, G. Ferguson, Stereochemistry of the diterpenoids—IV Tetrahedron. ,vol. 20, pp. 1339- 1358 ,(1964) , 10.1016/S0040-4020(01)98997-5
G. Snatzke, H. Pieper, R. Tschesche, Circulardichroismus—II : Stereoisomere 15- und 20-ketopregnan-derivate Tetrahedron. ,vol. 20, pp. 107- 117 ,(1964) , 10.1016/S0040-4020(01)98402-9
Mordecai B. Rubin, Erich C. Blossey, Synthesis of 17α-20-ketopregnanes Steroids. ,vol. 1, pp. 453- 461 ,(1963) , 10.1016/S0039-128X(63)80104-X
P. Crabbé, L.M. Guerrero, J. Romo, F. Sánchez-Viesca, Synthesis and stereochemistry of 16-substituted pregnenes and isopregnenes Tetrahedron. ,vol. 19, pp. 25- 50 ,(1963) , 10.1016/0040-4020(63)80003-4
Fritz V. Werder, Darstellung von 6α-Methyl-16α-isopropyl-progesternon Chemische Berichte. ,vol. 95, pp. 773- 776 ,(1962) , 10.1002/CBER.19620950331
Pierre Crabbé, Etude comparative de la dispersion rotatoire optique et du dichroïsme circulaire en chimie organique Tetrahedron. ,vol. 20, pp. 1211- 1241 ,(1964) , 10.1016/S0040-4020(01)98987-2
David M. Glick, H. Hirschmann, The Preparation and C-20 Configuration of the 5α,17α-Pregnane-3β,20-diols1 Journal of Organic Chemistry. ,vol. 27, pp. 3212- 3218 ,(1962) , 10.1021/JO01056A054
Adolf Butenandt, Josef Schmidt-Thomé, Hermann Paul, Umwandlung des Dehydro-androsterons in 17-iso-Progesteron und Progesteron Berichte der deutschen chemischen Gesellschaft (A and B Series). ,vol. 72, pp. 1112- 1118 ,(1939) , 10.1002/CBER.19390720533
Pierre Crabbé, Optical rotatory dispersion study of 16-substituted pregnene and isopregnene derivatives Tetrahedron. ,vol. 19, pp. 51- 63 ,(1963) , 10.1016/0040-4020(63)80004-6
Adolf Butenandt, Luigi Mamoli, Notiz über ein isomeres allo‐Pregnanol‐(3)‐on‐(20) European Journal of Inorganic Chemistry. ,vol. 68, pp. 1847- 1850 ,(1935) , 10.1002/CBER.19350680934