Inhibition of enzymatic reduction of Δ14-double bond of 5α-cholesta-8,14-dien-3β-ol and 5α-cholesta-7,14-dien-3β-ol by AY-9944
✍ Scribed by B. N. Lutsky; Hansen M. Hsiung; G. J. Schroepfer
- Book ID
- 112770986
- Publisher
- Springer-Verlag
- Year
- 1975
- Tongue
- English
- Weight
- 288 KB
- Volume
- 10
- Category
- Article
- ISSN
- 0024-4201
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The 5,7-diene system of ring B unsaturated steroids is transformed by neutral or alkaline permanganate mainly into a 5s,6+dihydroxy-7n,8+epoxide and minor amounts of more polar compounds. In a recent paper' It was reported that 3,/+acetoxy-5d,6a,7\*,8/-tetrahydro--xycholestane (mp 196'C, a D go, IJ
Hydroboration of 5a-cholesta-8,14-dien-3fl-ol ( ) gav e 5a-cholest-8-en-3CLl5a-diol (IV) in 89% yield. 5a-Cholest-7-en-3/3,15a-diol (V) was prepared in 91% yield by hydroboration of 5ct-cholesta-7,14-dien-3/3-ol (H). Hydroboration of 27:63 mixture of I and H gave IV and V in 18% and 70% yields, resp