3β-(benzyloxy)-14β-hydroxy-17β-<1-benzyl-2-hydroxy-5-pyridyl>-5β-androstane

Base Information

Chemical Name:3β-(benzyloxy)-14β-hydroxy-17β-<1-benzyl-2-hydroxy-5-pyridyl>-5β-androstane
CAS No.:81072-38-0
Molecular Formula:C₃₈H₄₇NO₃
Molecular Weight:565.796
Hs Code.:

Synonyms:3β-(benzyloxy)-14β-hydroxy-17β-<1-benzyl-2-hydroxy-5-pyridyl>-5β-androstane

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Chemical Property of 3β-(benzyloxy)-14β-hydroxy-17β-<1-benzyl-2-hydroxy-5-pyridyl>-5β-androstane

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Technology Process of 3β-(benzyloxy)-14β-hydroxy-17β-<1-benzyl-2-hydroxy-5-pyridyl>-5β-androstane

There total 12 articles about 3β-(benzyloxy)-14β-hydroxy-17β-<1-benzyl-2-hydroxy-5-pyridyl>-5β-androstane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

: 83681-20-3
3β-(benzyloxy)-14β,15β-oxido-17β-<1-benzyl-2-hydroxy-5-pyridyl>-5β-androstane

: 81072-38-0
3β-(benzyloxy)-14β-hydroxy-17β-<1-benzyl-2-hydroxy-5-pyridyl>-5β-androstane

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at -65 ℃; for 1h;
DOI:10.1021/jo00147a030

Reference yield: 52.0%

: 100-39-0
benzyl bromide

: 81176-35-4
(3S,5R,8R,9S,10S,13R,14S,17R)-3-Benzyloxy-17-(6-methoxy-pyridin-3-yl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-14-ol

: 81072-38-0
3β-(benzyloxy)-14β-hydroxy-17β-<1-benzyl-2-hydroxy-5-pyridyl>-5β-androstane

Guidance literature:: With potassium carbonate; In acetone; for 24h; Heating;

Reference yield:

: 1628-89-3
2-methoxypyridine

: 81072-38-0
3β-(benzyloxy)-14β-hydroxy-17β-<1-benzyl-2-hydroxy-5-pyridyl>-5β-androstane

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) butyllithium / 1.) Et₂O, -70 deg C, 2.) Et₂O

2: 91 percent / 4-dimethylaminopyridine / pyridine

3: 84 percent / CaCO₃ / acetone; H₂O / 48 h / Heating

4: 96 percent / H₂ / 10percent Pd/CaCO₃ / ethanol

5: 85 percent / methanesulfonyl chloride / pyridine

6: 1.) N-bromosuccinimide, 2.) alumina / 1.) H₂O, acetone, RT, 30 min, 2.) acetone, CH₂Cl₂

7: 74 percent / LiAlH₄ / tetrahydrofuran / Heating

8: 52 percent / potassium carbonate / acetone / 24 h / Heating

With dmap; aluminum oxide; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; hydrogen; potassium carbonate; methanesulfonyl chloride; calcium carbonate; Lindlar's catalyst; In tetrahydrofuran; pyridine; ethanol; water; acetone;