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Inhibitors of sterol synthesis. An improved chemical synthesis of 26-oxygenated Δ8(14)-15-ketosterols having the 25R configuration

✍ Scribed by Abdul U. Siddiqui; William K. Wilson; George J. Schroepfer Jr.


Book ID
107737341
Publisher
Elsevier Science
Year
1994
Tongue
English
Weight
29 KB
Volume
72
Category
Article
ISSN
0009-3084

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📜 SIMILAR VOLUMES


Inhibitors of sterol synthesis. An impro
✍ Abdul U. Siddiqui; William K. Wilson; George J. Schroepfer Jr. 📂 Article 📅 1994 🏛 Elsevier Science 🌐 English ⚖ 879 KB

25R)-3/3,26-Dihydroxy-5c~-cholest-8( 14)-en-15-one (1) was synthesized in four steps from (25R)-3/3,26-diacetoxycholesta-5,7-diene (111) in 30% overall yield, lsomerization of 111 with HCI in chloroform-dichloromethane at -60°C gave (25R)-3/3,26-diacetoxy-5et-cholesta-7,14-diene together with the 5u

Inhibitors of sterol synthesis. Chemical
✍ Hong-Seok Kim; William K. Wilson; Nanda Duhé Kirkpatrick; Frederick D. Pinkerton 📂 Article 📅 1992 🏛 Elsevier Science 🌐 English ⚖ 987 KB

The enolate of 3B-hydroxy-Sa-cholest-8( )-en-15-one (H), formed upon treatment of H with potassium tert-butoxide in tertbutanol, was alkylated with ethyl iodide. In addition to the major products, 3#-hydroxy-14a-ethyl-5c~-cholest-7-en-15-one and its 38ethyl ether, small amounts of 3#-hydroxy-7c~-eth

Inhibitors of sterol synthesis. Chemical
✍ Shankar Swaminathan; Frederick D. Pinkerton; William K. Wilson; George J. Schroe 📂 Article 📅 1992 🏛 Elsevier Science 🌐 English ⚖ 570 KB

(25R)-5 alpha-Cholest-8(14)-ene-3 beta,15 beta,26-triol (III) was prepared by reduction of (25R)-3 beta,26-diacetoxy-5 alpha-cholest-8(14)-en-15-one with sodium borohydride followed by treatment of the crude product with lithium aluminium hydride. The trihydroxysterol III, a potential metabolite of

Inhibitors of sterol synthesis. Chemical
✍ Abdul U. Siddiqui; William K. Wilson; Karen E. Ruecker; Frederick D. Pinkerton; 📂 Article 📅 1992 🏛 Elsevier Science 🌐 English ⚖ 974 KB

26-Oxygenated derivatives of As04)-15-ketosterols have been synthesized from (25R)-3#,26-diacetoxy-5a-cholest-8( )-en-15-one (IX) as part of a program to prepare potential metabolites and analogs of 3/~-hydroxy-5c~-cholest-8( )-en-15-one (I), a potent regulator of cholesterol metabolism. Partial hyd