(5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-5,7,10(19)-pregnatriene-20-carboxylic acid methyl ester

Base Information

Chemical Name:(5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-5,7,10(19)-pregnatriene-20-carboxylic acid methyl ester
CAS No.:114694-11-0
Molecular Formula:C₃₅H₆₂O₄Si₂
Molecular Weight:603.046
Hs Code.:

Synonyms:(5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-5,7,10(19)-pregnatriene-20-carboxylic acid methyl ester

Suppliers and Price of (5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-5,7,10(19)-pregnatriene-20-carboxylic acid methyl ester

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-5,7,10(19)-pregnatriene-20-carboxylic acid methyl ester

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-5,7,10(19)-pregnatriene-20-carboxylic acid methyl ester

There total 11 articles about (5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-5,7,10(19)-pregnatriene-20-carboxylic acid methyl ester 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 114694-17-6
(S)-2-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Dihydroxy-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propionic acid methyl ester

: 114694-11-0
(5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-5,7,10(19)-pregnatriene-20-carboxylic acid methyl ester

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 55 ℃; for 0.25h;
DOI:10.1021/jo00250a009

Reference yield:

: 99518-39-5
3β-hydroxy-22,23-dinor-5,7-choladienic acid methyl ester

: 114694-11-0
(5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-5,7,10(19)-pregnatriene-20-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) benzene, ethyl ether, irradiation, 40 min, 2.) ethanol, reflux, 3 h

2: pyridine / 20 h / 4 °C

3: potassium bicarbonate / CH₂Cl₂ / 24 h / 55 °C

4: 12.5 mg / 3.0 M tert-butyl hydroperoxide in toluene, selenium dioxide, pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

5: 6 mg / 0.25 h / 55 °C

6: 96 percent / 0.1 N methanolic KOH / diethyl ether / 1.5 h / Ambient temperature

7: 98 percent / imidazole / dimethylformamide / 0.25 h / 55 °C

With pyridine; 1H-imidazole; tert.-butylhydroperoxide; potassium hydroxide; selenium(IV) oxide; potassium hydrogencarbonate; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00250a009

Reference yield:

: 69454-87-1
(3β,20S)-3-<(tert-butyldimethylsilyl)oxy>pregn-5-ene-20-carboxylic acidmethyl ester

: 114694-11-0
(5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-5,7,10(19)-pregnatriene-20-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

2: 1.) benzene, ethyl ether, irradiation, 40 min, 2.) ethanol, reflux, 3 h

3: pyridine / 20 h / 4 °C

4: potassium bicarbonate / CH₂Cl₂ / 24 h / 55 °C

5: 12.5 mg / 3.0 M tert-butyl hydroperoxide in toluene, selenium dioxide, pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

6: 6 mg / 0.25 h / 55 °C

7: 96 percent / 0.1 N methanolic KOH / diethyl ether / 1.5 h / Ambient temperature

8: 98 percent / imidazole / dimethylformamide / 0.25 h / 55 °C

With pyridine; 1H-imidazole; tert.-butylhydroperoxide; potassium hydroxide; selenium(IV) oxide; potassium hydrogencarbonate; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00250a009