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

Base Information

• Chemical Name: 3-Methoxy-13-methyl-17-oxo-16-(phenylthio)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta
• Molecular Formula: C₂₅H₂₈O₂S
• Molecular Weight: 392.562

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

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

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There total 2 articles about 3-Methoxy-13-methyl-17-oxo-16-(phenylthio)-7,8,9,11,12,13,14,15,16,17-decahydro-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:

estrone 3-methyl ether (1624-62-0) + diphenyldisulfane (882-33-7) → 3-Methoxy-13-methyl-17-oxo-16-(phenylthio)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopentaphenanthrene (57707-93-4)

Guidance literature:

Multistep reaction; (i) cyclohexyl-isopropyl-amine

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

DOI:10.1021/ja00835a045

Reference yield:

estrone 3-methyl ether (1624-62-0) + benzenesulfenyl chloride (931-59-9) → 3-Methoxy-13-methyl-17-oxo-16-(phenylthio)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopentaphenanthrene (57707-93-4)

Guidance literature:

With boron trifluoride diethyl etherate;

DOI:10.1248/cpb.33.1745

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

upstream raw materials:

estrone 3-methyl ether

diphenyldisulfane

benzenesulfenyl chloride

Downstream raw materials:

16-(Phenylsulfinyl)-oestron-methylether

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

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

(8R,9S,13S,14S)-17-Hydroxy-3-methoxy-13-methyl-6,7,8,9,11,12,13,14,15,17-decahydro-cyclopenta[a]phenanthren-16-one

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