((8R,9S,10S,13S,14S)-13-methyl-3,17-dioxo-1,2,3,6,7,8,9,11,12,13,14,15,16,17-tetradecahydro-10H-cyclopenta[a]phenanthren-10-yl)methyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: ((8R,9S,10S,13S,14S)-13-methyl-3,17-dioxo-1,2,3,6,7,8,9,11,12,13,14,15,16,17-tetradecahydro-10H-cyclopenta[a]phenanthren-10-yl)methyl 4-methylbenzenesulfonate
• CAS No.: 59877-74-6
• Molecular Formula: C₂₆H₃₂O₅S
• Molecular Weight: 456.603

Synonyms:((8R,9S,10S,13S,14S)-13-methyl-3,17-dioxo-1,2,3,6,7,8,9,11,12,13,14,15,16,17-tetradecahydro-10H-cyclopenta[a]phenanthren-10-yl)methyl 4-methylbenzenesulfonate

Chemical Property of ((8R,9S,10S,13S,14S)-13-methyl-3,17-dioxo-1,2,3,6,7,8,9,11,12,13,14,15,16,17-tetradecahydro-10H-cyclopenta[a]phenanthren-10-yl)methyl 4-methylbenzenesulfonate

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((8R,9S,10S,13S,14S)-13-methyl-3,17-dioxo-1,2,3,6,7,8,9,11,12,13,14,15,16,17-tetradecahydro-10H-cyclopenta[a]phenanthren-10-yl)methyl 4-methylbenzenesulfonate

There total 9 articles about ((8R,9S,10S,13S,14S)-13-methyl-3,17-dioxo-1,2,3,6,7,8,9,11,12,13,14,15,16,17-tetradecahydro-10H-cyclopenta[a]phenanthren-10-yl)methyl 4-methylbenzenesulfonate 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: 96.0%

19-hydroxy-4-androstene-3,17-dione (510-64-5) + p-toluenesulfonyl chloride (98-59-9) → ((8R,9S,10S,13S,14S)-13-methyl-3,17-dioxo-1,2,3,6,7,8,9,11,12,13,14,15,16,17-tetradecahydro-10H-cyclopenta[a]phenanthren-10-yl)methyl 4-methylbenzenesulfonate (59877-74-6)

Guidance literature:

With pyridine; at 0 - 20 ℃;

DOI:10.1016/j.steroids.2009.06.001

Reference yield: 85.0%

C31H42O7S (116516-00-8) → ((8R,9S,10S,13S,14S)-13-methyl-3,17-dioxo-1,2,3,6,7,8,9,11,12,13,14,15,16,17-tetradecahydro-10H-cyclopenta[a]phenanthren-10-yl)methyl 4-methylbenzenesulfonate (59877-74-6)

Guidance literature:

With toluene-4-sulfonic acid; In acetone;

DOI:10.1016/S0040-4039(00)61823-3

Reference yield:

C24H36O5 (116515-99-2) → ((8R,9S,10S,13S,14S)-13-methyl-3,17-dioxo-1,2,3,6,7,8,9,11,12,13,14,15,16,17-tetradecahydro-10H-cyclopenta[a]phenanthren-10-yl)methyl 4-methylbenzenesulfonate (59877-74-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 0 °C

2: 85 percent / p-TsOH / acetone

With toluene-4-sulfonic acid; In pyridine; acetone;

DOI:10.1016/S0040-4039(00)61823-3

upstream raw materials:

C₃₁H₄₂O₇S

C₂₄H₃₆O₅

3,3,17,17-bis(ethylenedioxy)androst-5-ene-19-carboxaldehyde

19-hydroxy-4-androstene-3,17-dione

Downstream raw materials:

3,17-Dioxo-6β,19-cyclo-androst-4-en

19-Hydroxy-5α-androstan-3,17-dion-19-p-tosylat

C₂₀H₂₆O₂

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