(5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrienol 22-p-toluenesulfonate

Base Information

• Chemical Name: (5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrienol 22-p-toluenesulfonate
• CAS No.: 114694-13-2
• Molecular Formula: C₄₁H₆₈O₅SSi₂
• Molecular Weight: 729.225
• Mol file: 114694-13-2.mol

Synonyms:(5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrienol 22-p-toluenesulfonate

Chemical Property of (5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrienol 22-p-toluenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrienol 22-p-toluenesulfonate

There total 31 articles about (5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrienol 22-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: 98.0%

(5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrien-24-ol (114694-12-1) + p-toluenesulfonyl chloride (98-59-9) → (5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrienol 22-p-toluenesulfonate (114694-13-2)

Guidance literature:

With pyridine; at 5 ℃; for 22h;

DOI:10.1021/jo00250a009

Reference yield: 97.0%

(S)-2-[(1R,3aS,7aR,E)-4-((E)-2-{(3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylenecyclohexylidene}ethylidene)-7a-methyloctahydro-1H-inden-1-yl]propyl 4-methylbenzenesulfonate (128387-36-0) → (5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrienol 22-p-toluenesulfonate (114694-13-2)

Guidance literature:

With anthracene; triethylamine; In toluene; at 0 ℃; for 0.333333h; Irradiation;

DOI:10.1248/cpb.43.189

Reference yield: 92.0%

Toluene-4-sulfonic acid (S)-2-{(R)-4-[2-[(3S,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl ester (114694-13-2,128387-36-0,134523-95-8) → Toluene-4-sulfonic acid (S)-2-{(R)-4-[2-[(3S,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl ester (114694-13-2,128387-36-0,134523-95-8)

Guidance literature:

With anthracene; triethylamine; In toluene; at 0 ℃; Irradiation;

DOI:10.1248/cpb.40.1662

upstream raw materials:

(5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrien-24-ol

p-toluenesulfonyl chloride

(S)-2-[(1R,3aS,7aR,E)-4-((E)-2-{(3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylenecyclohexylidene}ethylidene)-7a-methyloctahydro-1H-inden-1-yl]propyl 4-methylbenzenesulfonate

tert-butyldimethylsilyl chloride

Downstream raw materials:

(1R,3aS,7aR)-1-[(R)-3-Benzenesulfonyl-1-methyl-4-(1-triethylsilanyloxy-cyclopentyl)-butyl]-4-[2-[(3S,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-indene

(5Z,7E,20R)-1α,3β-bis(tert-butyldimethylsilyloxy)-20-cyanomethyl-9,10-seco-5,7,10(19)-pregnatriene

C₄₁H₇₂O₄Si₂

Toluene-4-sulfonic acid (S)-2-{(R)-4-[2-[(3S,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl ester