(24S)-[26,27-2H6]3,6-(dioxolan-2-yl)-23-phenylsulfonyl-24-methyl-5α-cholestan-22-one

Base Information

Chemical Name:(24S)-[26,27-2H6]3,6-(dioxolan-2-yl)-23-phenylsulfonyl-24-methyl-5α-cholestan-22-one
CAS No.:824397-42-4
Molecular Formula:C₃₈H₅₆O₇S
Molecular Weight:662.877
Hs Code.:

Synonyms:(24S)-[26,27-2H6]3,6-(dioxolan-2-yl)-23-phenylsulfonyl-24-methyl-5α-cholestan-22-one

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Chemical Property of (24S)-[26,27-2H6]3,6-(dioxolan-2-yl)-23-phenylsulfonyl-24-methyl-5α-cholestan-22-one

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Technology Process of (24S)-[26,27-2H6]3,6-(dioxolan-2-yl)-23-phenylsulfonyl-24-methyl-5α-cholestan-22-one

There total 10 articles about (24S)-[26,27-2H6]3,6-(dioxolan-2-yl)-23-phenylsulfonyl-24-methyl-5α-cholestan-22-one 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: 89.0%

: 824397-41-3
(24S)-[26,27-2H6]3,6-(dioxolan-2-yl)-23-phenylsulfonyl-24-methyl-5α-cholestan-22-ol

: 824397-42-4
(24S)-[26,27-2H6]3,6-(dioxolan-2-yl)-23-phenylsulfonyl-24-methyl-5α-cholestan-22-one

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -75 - 0 ℃;
DOI:10.1016/j.steroids.2004.05.014

Reference yield:

: 10527-79-4
methyl 3β-hydroxy-23-bisnorchol-5-en-22-oate

: 824397-42-4
(24S)-[26,27-2H6]3,6-(dioxolan-2-yl)-23-phenylsulfonyl-24-methyl-5α-cholestan-22-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: BH₃*THF / tetrahydrofuran / 14 h / 20 °C

1.2: 28 percent / H₂O₂; NaHCO₃ / tetrahydrofuran; H₂O / 0.5 h / 20 °C

2.1: 91 percent / aq. H₂SO₄; CrO₃ / acetone / 0.25 h

3.1: 73 percent / CH(OEt)3; TsOH / CH₂Cl₂ / 14 h / 20 °C

4.1: 86 percent / LiAlH₄ / diethyl ether / 2 h / 20 °C

5.1: 89 percent / DMSO; Et₃N; (COCl)2 / CH₂Cl₂ / -75 - 0 °C

6.1: BuLi / tetrahydrofuran; heptane / 0.5 h / -70 - -60 °C

6.2: 78 percent / tetrahydrofuran; heptane / -70 - 20 °C

7.1: 89 percent / DMSO; Et₃N; (COCl)2 / CH₂Cl₂ / -75 - 0 °C

With chromium(VI) oxide; lithium aluminium tetrahydride; n-butyllithium; borane-THF; oxalyl dichloride; sulfuric acid; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; orthoformic acid triethyl ester; In tetrahydrofuran; diethyl ether; n-heptane; dichloromethane; acetone; 2.1: Jones oxidation / 5.1: Swern oxidation / 7.1: Swern oxidation;
DOI:10.1016/j.steroids.2004.05.014

Reference yield:

: 824397-20-8
(20S)-3,6-dioxo-5α-pregnane-20-carboxylic acid

: 824397-42-4
(24S)-[26,27-2H6]3,6-(dioxolan-2-yl)-23-phenylsulfonyl-24-methyl-5α-cholestan-22-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 83 percent / CH(OEt)3; TsOH / CH₂Cl₂ / 14 h / 20 °C

2.1: 89 percent / LiAlH₄ / diethyl ether / 20 °C

3.1: 89 percent / DMSO; Et₃N; (COCl)2 / CH₂Cl₂ / -75 - 0 °C

4.1: BuLi / tetrahydrofuran; heptane / 0.5 h / -70 - -60 °C

4.2: 78 percent / tetrahydrofuran; heptane / -70 - 20 °C

5.1: 89 percent / DMSO; Et₃N; (COCl)2 / CH₂Cl₂ / -75 - 0 °C

With lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; orthoformic acid triethyl ester; In tetrahydrofuran; diethyl ether; n-heptane; dichloromethane; 3.1: Swern oxidation / 5.1: Swern oxidation;
DOI:10.1016/j.steroids.2004.05.014