Cholesteryl hemisuccinate synthesis
- Product Name:Cholesteryl hemisuccinate
- CAS Number:1510-21-0
- Molecular formula:C31H50O4
- Molecular Weight:486.73
Yield:1510-21-0 96%
Reaction Conditions:
with pyridine;dmap at 20; for 168 h;
Steps:
2.2 Synthetic protocol I: 4-[(3β)-lanosta-8,24-dien-3-yloxy]-4-oxobutanoic acid (2) and 4-[(3β)-cholest-5-en-3-yloxy]-4-oxobutanoic acid (12)
General procedure: Succinic anhydride (14.7mmol; 1.57equiv) and DMAP (1.584mmol, 0.17equiv) was added to a solution of (3β)-lanosta-8,24-dien-3-ol (1) or (3β)-cholest-5-en-3-ol (11) (9.37mmol) in pyridine (28mL). The reaction mixture was stirred over 7days at r.t. After stopping the reaction, the resulting mixture was poured onto ice, and hydrochloric acid was added to adjust pH=7, extracted with chloroform, and dried over sodium sulfate. Evaporation of the solvent gave a solid which was purified by column chromatography, affording the products (2) or (12) in 79% or 96% yield, respectively, and with >99.9% analytical purity (Schemes 1-2). The analytical data of the products 2 and 12 are presented in the Supplementary material.
References:
Bildziukevich, Uladzimir;Rárová, Lucie;?aman, David;Havlí?ek, Libor;Dra?ar, Pavel;Wimmer, Zdeněk [Steroids,2013,vol. 78,# 14,p. 1347 - 1352]
57-88-5
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1510-21-0
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$35.00/1g
57-88-5
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$10.00/1g
543-20-4
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1510-21-0
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1510-20-9
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