Synthesis of 5α-Cholestane Type Glycoside Sulfates
1993 ◽
Vol 58
(5)
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pp. 1180-1190
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Keyword(s):
Synthesis of steroid glycoside sulfates sulfated both on the steroid skeleton and in sugar part are presented. Sodium salts of 5α-cholestane-3β,6α-diol 6-β-D-glucoside 3-sulfate V and 3-β-D-glucoside 6-sulfate XI were prepared from 3β-(2-tetrahydropyranyloxy)-5α-cholestan-6α-ol (I) using acetyl and methoxymethyl groups for temporary protection. Sulfation in the sugar part was at first checked in pregnane series and triethylammonium salts of 3β-(β-D-glucopyranosyloxy)pregn-5-en-20-one 6'-sulfate (XXVI) and 4'-sulfate 2',3'-diacetate XXVII were prepared. Application of the method on cholestane derivatives gave triethylammonium salt of 5α-cholestan-3β-yl β-D-glucopyranoside-6-sulfate (XXXI).
2012 ◽
Vol 51
(45)
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pp. 14722-14728
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Keyword(s):
1978 ◽
Vol 40
(02)
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pp. 397-406
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Keyword(s):
Keyword(s):
Keyword(s):
1981 ◽
Vol 46
(3)
◽
pp. 708-716
◽
1995 ◽
Vol 60
(4)
◽
pp. 715-718
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Keyword(s):
1992 ◽
Vol 57
(10)
◽
pp. 2078-2088
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