1α,3β-bis[(t-butyldimethylsilyl)oxy]-23-oxo-9,10-secocholesta-5(Z),7(E),10(19)-trien-25-ol

Base Information

Chemical Name:1α,3β-bis[(t-butyldimethylsilyl)oxy]-23-oxo-9,10-secocholesta-5(Z),7(E),10(19)-trien-25-ol
CAS No.:294176-94-6
Molecular Formula:C₃₉H₇₀O₄Si₂
Molecular Weight:659.153
Hs Code.:

Synonyms:1α,3β-bis[(t-butyldimethylsilyl)oxy]-23-oxo-9,10-secocholesta-5(Z),7(E),10(19)-trien-25-ol

Suppliers and Price of 1α,3β-bis[(t-butyldimethylsilyl)oxy]-23-oxo-9,10-secocholesta-5(Z),7(E),10(19)-trien-25-ol

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 1α,3β-bis[(t-butyldimethylsilyl)oxy]-23-oxo-9,10-secocholesta-5(Z),7(E),10(19)-trien-25-ol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 1α,3β-bis[(t-butyldimethylsilyl)oxy]-23-oxo-9,10-secocholesta-5(Z),7(E),10(19)-trien-25-ol

There total 8 articles about 1α,3β-bis[(t-butyldimethylsilyl)oxy]-23-oxo-9,10-secocholesta-5(Z),7(E),10(19)-trien-25-ol 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: 68.0%

: 67-64-1
acetone

: 167892-99-1
1α,3β-bis[(t-butyldimethylsilyl)oxy]-20(S)-(n-propyl-23-oxo)-9,10-secopregna-5(Z),7(E),10(19)-triene

: 294176-94-6
1α,3β-bis[(t-butyldimethylsilyl)oxy]-23-oxo-9,10-secocholesta-5(Z),7(E),10(19)-trien-25-ol

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h;
DOI:10.1016/S0968-0896(00)00106-1

Reference yield:

: 143884-24-6
(5E,7E,20S)-3β-(tert-butyldimethylsilyloxy)-20-(p-tolylsulfonyloxymethyl)-9,10-seco-5,7,10(19)-pregnatriene

: 294176-94-6
1α,3β-bis[(t-butyldimethylsilyl)oxy]-23-oxo-9,10-secocholesta-5(Z),7(E),10(19)-trien-25-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 70 percent / dimethylsulfoxide / 0.5 h / 90 °C

2: 54 percent / DIBALH / tetrahydrofuran; hexane / -70 - 20 °C

3: 54 percent / diethyl ether / 0.17 h / 20 °C

4: 78 percent / TPAP; NMO; 4A MS / CH₂Cl₂ / 0.25 h / 20 °C

5: 41 percent / SeO₂ / CH₂Cl₂; methanol / 2 h / Heating

6: 89 percent / imidazole / dimethylformamide / 3 h / 20 °C

7: 72 percent / Et₃N; anthracene / toluene / 1 h / Irradiation

8: 68 percent / LiN(TMS)2 / tetrahydrofuran; hexane / 0.17 h / -78 °C

With 1H-imidazole; selenium(IV) oxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; anthracene; diisobutylaluminium hydride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 1: Substitution / 2: Reduction / 3: Grignard reaction / 4: Oxidation / 5: Oxidation / 6: Substitution / 7: Isomerization / 8: Condensation;
DOI:10.1016/S0968-0896(00)00106-1

Reference yield:

: 167892-93-5
3β-[(t-butyldimethylsilyl)oxy]-20(S)-(formylmethyl)-9,10-secopregna-5(E),7(E),10(19)-triene

: 294176-94-6
1α,3β-bis[(t-butyldimethylsilyl)oxy]-23-oxo-9,10-secocholesta-5(Z),7(E),10(19)-trien-25-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 54 percent / diethyl ether / 0.17 h / 20 °C

2: 78 percent / TPAP; NMO; 4A MS / CH₂Cl₂ / 0.25 h / 20 °C

3: 41 percent / SeO₂ / CH₂Cl₂; methanol / 2 h / Heating

4: 89 percent / imidazole / dimethylformamide / 3 h / 20 °C

5: 72 percent / Et₃N; anthracene / toluene / 1 h / Irradiation

6: 68 percent / LiN(TMS)2 / tetrahydrofuran; hexane / 0.17 h / -78 °C

With 1H-imidazole; selenium(IV) oxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; anthracene; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Grignard reaction / 2: Oxidation / 3: Oxidation / 4: Substitution / 5: Isomerization / 6: Condensation;
DOI:10.1016/S0968-0896(00)00106-1