Synthesis of alkoxy- and acetoxy-silanes containing an ether or ester grouping substituted in silicon-attached alkyl

1956 ◽  
Vol 5 (6) ◽  
pp. 713-717
Author(s):  
K. A. Andrianov ◽  
L. I. Makarova
Keyword(s):  
Ester Grouping

New approach to steroidal hemisuccinates and glycosides

1987 ◽  
Vol 52 (3) ◽  
pp. 775-787 ◽  
Author(s):  
Vladimír Pouzar ◽  
Ivan Černý ◽  
Pavel Drašar ◽  
Miroslav Havel
Keyword(s):  
Final Stage ◽  
Side Chain ◽  
Unsaturated Ester ◽  
New Approach ◽  
Ester Grouping ◽  
Primary Hydroxyl ◽  
New Synthesis

New synthesis of hemisuccinate and β-D-glucopyranoside of (20E)-21-ethoxycarbonyl-5,20-pregnadien-3β-ol (XVIII and XXVI) is described, consisting in the preparation of a protected hemisuccinate (XV) or glucoside (XXIII) intermediate, into which the unsaturated ester grouping in the side-chain is incorporated only in the final stage of the synthesis. The primary hydroxyl at C(20) was protected by tert-butyldimethylsilyl, trityl or nitrate groups, the succinate was blocked with 2-(trimethylsilyl)ethyl or 2,2,2-trichloroethyl groups and the glucosides were used in the form of peracetyl derivatives.

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