Methyl 3β-methylsulfonyloxy-7α-hydroxy-12α-phenylaminocarbonyloxy-5β-cholan-24-oate

Base Information

Chemical Name:Methyl 3β-methylsulfonyloxy-7α-hydroxy-12α-phenylaminocarbonyloxy-5β-cholan-24-oate
CAS No.:359405-44-0
Molecular Formula:C₃₃H₄₉NO₈S
Molecular Weight:619.82
Hs Code.:

Synonyms:Methyl 3β-methylsulfonyloxy-7α-hydroxy-12α-phenylaminocarbonyloxy-5β-cholan-24-oate

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Chemical Property of Methyl 3β-methylsulfonyloxy-7α-hydroxy-12α-phenylaminocarbonyloxy-5β-cholan-24-oate

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Technology Process of Methyl 3β-methylsulfonyloxy-7α-hydroxy-12α-phenylaminocarbonyloxy-5β-cholan-24-oate

There total 6 articles about Methyl 3β-methylsulfonyloxy-7α-hydroxy-12α-phenylaminocarbonyloxy-5β-cholan-24-oate 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%

: 124-63-0
methanesulfonyl chloride

: 359405-38-2
Methyl 3β,7α-dihydroxy-12α-phenylaminocarbonyloxy-5β-cholan-24-oate

: 359405-44-0
Methyl 3β-methylsulfonyloxy-7α-hydroxy-12α-phenylaminocarbonyloxy-5β-cholan-24-oate

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 0.833333h;
DOI:10.1039/b009215k

Reference yield:

: 7432-44-2
methyl 7α-acetoxy-3α,12α-dihydroxy-5β-cholan-24-oate

: 359405-44-0
Methyl 3β-methylsulfonyloxy-7α-hydroxy-12α-phenylaminocarbonyloxy-5β-cholan-24-oate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 24.2 g / DEAD; Ph₃P / tetrahydrofuran / 2.5 h / 20 °C

2.1: 53 percent / TMSCl / CH₂Cl₂ / 24 h / 20 °C

3.1: 92 percent / NaHCO₃ / methanol / 24 h / 20 °C

4.1: NaOMe / methanol / 38 h / 45 °C

4.2: 71 percent / H₂SO₄ / 6 h / 20 °C

5.1: 89 percent / Et₃N / CH₂Cl₂ / 0.83 h / 0 °C

With chloro-trimethyl-silane; sodium methylate; sodium hydrogencarbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; 1.1: Mitsunobu reaction;
DOI:10.1039/b009215k

Reference yield:

: 3749-87-9
methyl 3α,7α-diacetoxy-12α-hydroxy cholanate

: 359405-44-0
Methyl 3β-methylsulfonyloxy-7α-hydroxy-12α-phenylaminocarbonyloxy-5β-cholan-24-oate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 96 percent / AcCl / methanol / 4.17 h / 0 - 20 °C

2.1: 24.2 g / DEAD; Ph₃P / tetrahydrofuran / 2.5 h / 20 °C

3.1: 53 percent / TMSCl / CH₂Cl₂ / 24 h / 20 °C

4.1: 92 percent / NaHCO₃ / methanol / 24 h / 20 °C

5.1: NaOMe / methanol / 38 h / 45 °C

5.2: 71 percent / H₂SO₄ / 6 h / 20 °C

6.1: 89 percent / Et₃N / CH₂Cl₂ / 0.83 h / 0 °C

With chloro-trimethyl-silane; sodium methylate; sodium hydrogencarbonate; triethylamine; acetyl chloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; 2.1: Mitsunobu reaction;
DOI:10.1039/b009215k