(22E)-de-A,B-8β-(4-nitrophenylsulfenyloxy)-24-norchol-22-ene-23-nitrile

Base Information

Chemical Name:(22E)-de-A,B-8β-(4-nitrophenylsulfenyloxy)-24-norchol-22-ene-23-nitrile
CAS No.:883104-64-1
Molecular Formula:C₂₁H₂₆N₂O₃S
Molecular Weight:386.515
Hs Code.:

Synonyms:(22E)-de-A,B-8β-(4-nitrophenylsulfenyloxy)-24-norchol-22-ene-23-nitrile

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Chemical Property of (22E)-de-A,B-8β-(4-nitrophenylsulfenyloxy)-24-norchol-22-ene-23-nitrile

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Technology Process of (22E)-de-A,B-8β-(4-nitrophenylsulfenyloxy)-24-norchol-22-ene-23-nitrile

There total 5 articles about (22E)-de-A,B-8β-(4-nitrophenylsulfenyloxy)-24-norchol-22-ene-23-nitrile 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: 90.0%

: 883104-59-4
(22E)-de-A,B-8β-hydroxy-24-norchol-22-ene-23-nitrile

: 937-32-6
4-nitrobenzenesulfenyl chloride

: 883104-64-1
(22E)-de-A,B-8β-(4-nitrophenylsulfenyloxy)-24-norchol-22-ene-23-nitrile

Guidance literature:: With triethylamine; In dichloromethane; at -78 - 20 ℃; for 0.75h;
DOI:10.1021/ol060231w

Reference yield:

: 883104-63-0
(E)-(R)-4-[(1R,3aR,4S,7aR)-4-(tert-Butyl-dimethyl-silanyloxy)-7a-methyl-octahydro-inden-1-yl]-pent-2-enenitrile

: 883104-64-1
(22E)-de-A,B-8β-(4-nitrophenylsulfenyloxy)-24-norchol-22-ene-23-nitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / aq. HF / acetonitrile; CH₂Cl₂ / 48 h

2: 90 percent / Et₃N / CH₂Cl₂ / 0.75 h / -78 - 20 °C

With hydrogen fluoride; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1021/ol060231w

Reference yield:

: 64190-52-9
(8S,20S)-de-A,B-20-(hydroxymethyl)pregnan-8-ol

: 883104-64-1
(22E)-de-A,B-8β-(4-nitrophenylsulfenyloxy)-24-norchol-22-ene-23-nitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: imidazole / dimethylformamide / 48 h / 60 °C

1.2: 96 percent / HCl / tetrahydrofuran / 1 h / 20 °C

2.1: 1.79 g / (diacetoxyiodo)benzene; 2,2,6,6-tetramethylpiperidinooxyl radical / CH₂Cl₂ / 5 h

3.1: 95 percent / n-BuLi; i-Pr₂NH / hexane; tetrahydrofuran / 4 h / -78 - 20 °C

4.1: 96 percent / aq. HF / acetonitrile; CH₂Cl₂ / 48 h

5.1: 90 percent / Et₃N / CH₂Cl₂ / 0.75 h / -78 - 20 °C

With 1H-imidazole; n-butyllithium; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; hydrogen fluoride; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol060231w