8β-hydroxy-12β-(7-hydroxy-7-methyloctyl)-de-A,B-24-norcholan-23-yl p-toluenesulfonate

Base Information

Chemical Name:8β-hydroxy-12β-(7-hydroxy-7-methyloctyl)-de-A,B-24-norcholan-23-yl p-toluenesulfonate
CAS No.:1402432-39-6
Molecular Formula:C₃₀H₅₀O₅S
Molecular Weight:522.79
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 8β-hydroxy-12β-(7-hydroxy-7-methyloctyl)-de-A,B-24-norcholan-23-yl p-toluenesulfonate

Chemical Property:

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Technology Process of 8β-hydroxy-12β-(7-hydroxy-7-methyloctyl)-de-A,B-24-norcholan-23-yl p-toluenesulfonate

There total 13 articles about 8β-hydroxy-12β-(7-hydroxy-7-methyloctyl)-de-A,B-24-norcholan-23-yl p-toluenesulfonate 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: 83.0%

: 1402432-38-5
12β-(7-hydroxy-7-methyloctyl)-de-A,B-24-norcholan-8β,23-diol

: 98-59-9
p-toluenesulfonyl chloride

: 1402432-39-6
8β-hydroxy-12β-(7-hydroxy-7-methyloctyl)-de-A,B-24-norcholan-23-yl p-toluenesulfonate

Guidance literature:: With pyridine; at 0 - 4 ℃; Inert atmosphere;
DOI:10.1021/jm3008272

Reference yield:

: 1402432-28-3
8β,22-bis(tert-butyldimethylsilyloxy)-de-A,B-23,24-dinorchol-11-en-12-yl trifluoromethanesulfonate

: 1402432-39-6
8β-hydroxy-12β-(7-hydroxy-7-methyloctyl)-de-A,B-24-norcholan-23-yl p-toluenesulfonate

Guidance literature:: Multi-step reaction with 7 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; diethylamine; copper(l) iodide / 13 h / 0 - 20 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 72 h / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 168 h / 55 °C / Inert atmosphere

4.1: pyridine / 24 h / 0 - 4 °C / Inert atmosphere

5.1: dimethyl sulfoxide / 2 h / 90 °C / Inert atmosphere

6.1: diisobutylaluminium hydride / dichloromethane / 3 h / -15 - 0 °C / Inert atmosphere

6.2: 2 h / 5 °C / Inert atmosphere

6.3: 2 h / -78 °C / Inert atmosphere

7.1: pyridine / 0 - 4 °C / Inert atmosphere

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; diethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; ethyl acetate;
DOI:10.1021/jm3008272

Reference yield:

: 1402432-19-2
22-(tert-butyldimethylsilyloxy)-de-A,B-23,24-dinorchol-9-en-8β-ol

: 1402432-39-6
8β-hydroxy-12β-(7-hydroxy-7-methyloctyl)-de-A,B-24-norcholan-23-yl p-toluenesulfonate

Guidance literature:: Multi-step reaction with 16 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / Inert atmosphere

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere; Darkness

3.1: N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; diethylamine / hexane; diethyl ether / 15 h / -40 - 20 °C / Inert atmosphere

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 6 h / 0 - 20 °C / Inert atmosphere; Darkness

5.1: triethylamine / dichloromethane / 0.25 h / -20 °C / Inert atmosphere

5.2: 1 h / Inert atmosphere

6.1: sodium; naphthalene / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

7.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 48 h / Inert atmosphere

8.1: dipyridinium dichromate / dichloromethane / 36 h / Inert atmosphere

9.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 4 h / -78 - 20 °C / Inert atmosphere

9.2: 20 °C / Inert atmosphere

10.1: bis-triphenylphosphine-palladium(II) chloride; diethylamine; copper(l) iodide / 13 h / 0 - 20 °C / Inert atmosphere

11.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 72 h / Inert atmosphere

12.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 168 h / 55 °C / Inert atmosphere

13.1: pyridine / 24 h / 0 - 4 °C / Inert atmosphere

14.1: dimethyl sulfoxide / 2 h / 90 °C / Inert atmosphere

15.1: diisobutylaluminium hydride / dichloromethane / 3 h / -15 - 0 °C / Inert atmosphere

15.2: 2 h / 5 °C / Inert atmosphere

15.3: 2 h / -78 °C / Inert atmosphere

16.1: pyridine / 0 - 4 °C / Inert atmosphere

With pyridine; 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; dipyridinium dichromate; n-butyllithium; naphthalene; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sodium; diisobutylaluminium hydride; diethylamine; triethylamine; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm3008272