2,2-Dimethyl-propionic acid (3S,9S,10S,13S,14S,17S)-3-acetoxy-10-benzenesulfonylmethyl-13-methyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid (3S,9S,10S,13S,14S,17S)-3-acetoxy-10-benzenesulfonylmethyl-13-methyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester
• CAS No.: 218900-61-9
• Molecular Formula: C₃₂H₄₂O₆S
• Molecular Weight: 554.748
• Mol file: 218900-61-9.mol

Synonyms:

Chemical Property of 2,2-Dimethyl-propionic acid (3S,9S,10S,13S,14S,17S)-3-acetoxy-10-benzenesulfonylmethyl-13-methyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-Dimethyl-propionic acid (3S,9S,10S,13S,14S,17S)-3-acetoxy-10-benzenesulfonylmethyl-13-methyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

There total 11 articles about 2,2-Dimethyl-propionic acid (3S,9S,10S,13S,14S,17S)-3-acetoxy-10-benzenesulfonylmethyl-13-methyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester 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: 67.0%

7-oxo-19-(phenylsulfonyl)androst-5-ene-3β,17β-diyl 3-acetate 17-pivalate tosylhydrazone (218900-63-1) → 2,2-Dimethyl-propionic acid (3S,9S,10S,13S,14S,17S)-3-acetoxy-10-benzenesulfonylmethyl-13-methyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester (218900-61-9)

Guidance literature:

With lithium hydride; In toluene; for 0.75h; Heating;

DOI:10.1135/cccc19981597

Reference yield:

sodium benzenesulfonate (873-55-2) → 2,2-Dimethyl-propionic acid (3S,9S,10S,13S,14S,17S)-3-acetoxy-10-benzenesulfonylmethyl-13-methyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester (218900-61-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 10 percent / dimethylformamide / 65 °C

2: NaHCO₃, 1,3-dibromo-5,5-dimethylhydantoin / benzene; hexane / 0.5 h / Heating

3: 1.) Bu₄NBr, 2.) 2,4,6-trimethylpyridine, TBAF / 1.) THF, r.t., 30 min, 2.) THF, r.t., 3 h

With 2,4,6-trimethyl-pyridine; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; sodium hydrogencarbonate; In hexane; N,N-dimethyl-formamide; benzene;

DOI:10.1135/cccc19981597

Reference yield:

3β-acetoxy-17β-pivaloylandrost-5-ene-19-ol (67192-85-2) → 2,2-Dimethyl-propionic acid (3S,9S,10S,13S,14S,17S)-3-acetoxy-10-benzenesulfonylmethyl-13-methyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester (218900-61-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 76 percent / pyridine / 96 h / Ambient temperature

2: 90 percent / NaI / propan-2-ol / 4 h / Heating

3: 10 percent / dimethylformamide / 65 °C

4: NaHCO₃, 1,3-dibromo-5,5-dimethylhydantoin / benzene; hexane / 0.5 h / Heating

5: 1.) Bu₄NBr, 2.) 2,4,6-trimethylpyridine, TBAF / 1.) THF, r.t., 30 min, 2.) THF, r.t., 3 h

With pyridine; 2,4,6-trimethyl-pyridine; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; sodium hydrogencarbonate; sodium iodide; In hexane; N,N-dimethyl-formamide; isopropyl alcohol; benzene;

DOI:10.1135/cccc19981597

upstream raw materials:

2,2-Dimethyl-propionic acid (3S,8S,9S,10S,13S,14S,17S)-3-acetoxy-10-benzenesulfonylmethyl-7-bromo-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

7-oxo-19-(phenylsulfonyl)androst-5-ene-3β,17β-diyl 3-acetate 17-pivalate tosylhydrazone

sodium benzenesulfonate

3β-acetoxy-17β-pivaloylandrost-5-ene-19-ol