3-Methoxy-13-methyl-16-(phenylthio)-7,8,9,11,12,13,14,15-octahydro-6H-cyclopentaphenanthrene

Base Information

• Chemical Name: 3-Methoxy-13-methyl-16-(phenylthio)-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta
• Molecular Formula: C₂₅H₂₈OS
• Molecular Weight: 376.563

Synonyms:3-Methoxy-13-methyl-16-(phenylthio)-7,8,9,11,12,13,14,15-octahydro-6H-cyclopentaphenanthrene

Chemical Property of 3-Methoxy-13-methyl-16-(phenylthio)-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta

Chemical Property:

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There total 7 articles about 3-Methoxy-13-methyl-16-(phenylthio)-7,8,9,11,12,13,14,15-octahydro-6H-cyclopentaphenanthrene 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:

3-Methoxy-13-methyl-17-oxo-16-(phenylthio)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopentaphenanthrene (57707-93-4) → 3-Methoxy-13-methyl-16-(phenylthio)-7,8,9,11,12,13,14,15-octahydro-6H-cyclopentaphenanthrene (150098-09-2)

Guidance literature:

Multi-step reaction with 3 steps

1: NaBH₄ / ethanol / 4 h / Ambient temperature

2: pyridine / 1 h / Ambient temperature

3: t-BuOK / dimethylsulfoxide / 5 h / Ambient temperature

With pyridine; sodium tetrahydroborate; potassium tert-butylate; In ethanol; dimethyl sulfoxide;

DOI:10.1021/jo00070a021

Reference yield:

Methanesulfonic acid (8R,9S,13S,14S,17R)-3-methoxy-13-methyl-16-phenylsulfanyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl ester → 3-Methoxy-13-methyl-16-(phenylthio)-7,8,9,11,12,13,14,15-octahydro-6H-cyclopentaphenanthrene (150098-09-2)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide;

DOI:10.1021/ja00835a045

Reference yield:

estrone 3-methyl ether (1624-62-0) → 3-Methoxy-13-methyl-16-(phenylthio)-7,8,9,11,12,13,14,15-octahydro-6H-cyclopentaphenanthrene (150098-09-2)

Guidance literature:

Multi-step reaction with 4 steps

1: (i) cyclohexyl-isopropyl-amine

, THF, (ii) /BRN= 639794/, HMPA

2: NaBH₄ / ethanol

3: Py

4: KOtBu / dimethylsulfoxide

With pyridine; sodium tetrahydroborate; potassium tert-butylate; In ethanol; dimethyl sulfoxide;

DOI:10.1021/ja00835a045

upstream raw materials:

3-Methoxy-13-methyl-17-oxo-16-(phenylthio)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopentaphenanthrene

17-Hydroxy-3-methoxy-13-methyl-16-(phenylthio)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopentaphenanthrene

estrone 3-methyl ether

diphenyldisulfane

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