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Synthesis of 1α-hydroxy-provitamin D3

✍ Scribed by Dalia Freeman; Aureliu Acher; Yehuda Mazur

Publisher
Elsevier Science
Year
1975
Tongue
French
Weight
187 KB
Volume
16
Category
Article
ISSN
0040-4039

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✦ Synopsis

We report on the conversion of cholesterol to A=*7 -cholestadien-la,3g-diol diacetate (6) the photoprecursor of the physiologically active la-hydroxyvitamin D3,1 via A6-cholesten-la.Sg-diol @a). The latter compound was synthesized by modification of a recently published procedure of Li/liquid NH3 reduction of the epoxydienone (l)* which is obtained in ca. 35% in two steps from cholesterol.

This reduction was performed as follows: a solution of (1) (4 g) in tetrahydrofuran (350 ml)

and liquid tionia

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Synthesis of 24-oxavitamin D3 and 1α-hyd
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✍ Luis A. Sarandeses; María José Vallés; Luis Castedo; Antonio Mouriño 📂 Article 📅 1993 🏛 Elsevier Science 🌐 French ⚖ 653 KB

Couphng of the CD fragment, ketone 6 (obtamed by pamal synthesis from vitanun D2). either directly (Homer-Wmlg route) or via the denved enol mflate (dlenyne route) with the appropnate A-ring fragment, phosphme oxide amon 7 or enyne 10, 1s the key step m the syntheses of 24-oxavmunm D3 (ld) and la-hy