3-Methoxy-6-phenylsulfonyl-6,7-didehydro Estradiol

Base Information

• Chemical Name: 3-Methoxy-6-phenylsulfonyl-6,7-didehydro Estradiol
• CAS No.: 153004-08-1
• Molecular Formula: C₂₇H₃₀O₅S
• Molecular Weight: 466.598
• Mol file: 153004-08-1.mol

Synonyms:3-Methoxy-6-phenylsulfonyl-6,7-didehydro Estradiol;(17β)-3-Methoxy-6-(phenylsulfonyl)-estra-1,3,5(10),6-tetraen-17-ol Acetate

Chemical Property of 3-Methoxy-6-phenylsulfonyl-6,7-didehydro Estradiol

Chemical Property:

• PSA: 78.05000
• LogP: 6.44600
• Solubility.: Dichloromethane

Purity/Quality:

3-Methoxy-6-phenylsulfonyl-6,7-didehydro estradiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Estradiol derivative. Used in the preparation of alkylated estratrienes. 3-Methoxy-6-phenylsulfonyl-6,7-didehydro Estradiol is used in the preparation of alkylated estratrienes.

Technology Process of 3-Methoxy-6-phenylsulfonyl-6,7-didehydro Estradiol

There total 3 articles about 3-Methoxy-6-phenylsulfonyl-6,7-didehydro Estradiol 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:

Acetic acid (8R,9S,13S,14S,17S)-3-methoxy-13-methyl-6-phenylsulfanyl-9,11,12,13,14,15,16,17-octahydro-8H-cyclopenta[a]phenanthren-17-yl ester (156137-94-9) → 17β-acetyloxy-3-methoxy-6-(phenylsulfonyl)estra-1,3,5(10),6-tetraene (153004-08-1)

Guidance literature:

With sodium perborate; In acetic acid; at 22 ℃; for 24h; Yield given;

DOI:10.1016/0040-4039(94)88321-1

Reference yield:

3,17β-dihydroxyestra-1,3,5(10)-trien-6-one 17-acetate 3-methyl ether (20823-31-8) → 17β-acetyloxy-3-methoxy-6-(phenylsulfonyl)estra-1,3,5(10),6-tetraene (153004-08-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) titanium tetrachloride, triethylamine; 2.) titanium tetrachloride / 1.) THF, RT; 2.) THF, RT, overnight

2: NaBO₃*4H₂O / acetic acid / 24 h / 22 °C

With sodium perborate; titanium tetrachloride; triethylamine; In acetic acid;

DOI:10.1016/0040-4039(94)88321-1

Reference yield:

thiophenol (108-98-5) → 17β-acetyloxy-3-methoxy-6-(phenylsulfonyl)estra-1,3,5(10),6-tetraene (153004-08-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) titanium tetrachloride, triethylamine; 2.) titanium tetrachloride / 1.) THF, RT; 2.) THF, RT, overnight

2: NaBO₃*4H₂O / acetic acid / 24 h / 22 °C

With sodium perborate; titanium tetrachloride; triethylamine; In acetic acid;

DOI:10.1016/0040-4039(94)88321-1

upstream raw materials:

Acetic acid (8R,9S,13S,14S,17S)-3-methoxy-13-methyl-6-phenylsulfanyl-9,11,12,13,14,15,16,17-octahydro-8H-cyclopenta[a]phenanthren-17-yl ester

3,17β-dihydroxyestra-1,3,5(10)-trien-6-one 17-acetate 3-methyl ether

thiophenol

Downstream raw materials:

(6S,7S,8R,9S,13S,14S,17S)-6-Benzenesulfonyl-7-tert-butyl-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-ol

Acetic acid (6S,7R,8R,9S,13S,14S,17S)-6-benzenesulfonyl-3-methoxy-13-methyl-6,7,8,9,11,12,13,14,15,16,17,20-dodecahydro-cyclopropa[6,7]cyclopenta[a]phenanthren-17-yl ester

Acetic acid (6R,7S,8R,9S,13S,14S,17S)-6-benzenesulfonyl-3-methoxy-13-methyl-6,7,8,9,11,12,13,14,15,16,17,20-dodecahydro-cyclopropa[6,7]cyclopenta[a]phenanthren-17-yl ester

11-((6R,7S,8R,9S,13S,14S,17S)-6-Benzenesulfonyl-17-hydroxy-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-7-yl)-undecanoic acid butyl-methyl-amide

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