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

Base Information

Chemical Name:1α-hydroxy-3β-[(t-butyldimethylsilyl)oxy]-20(S)-(n-propyl-23-oxo)-9,10-secopregna-5(E),7(E),10(19)-triene
CAS No.:167892-96-8
Molecular Formula:C₃₀H₅₀O₃Si
Molecular Weight:486.811
Hs Code.:

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

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Chemical Property of 1α-hydroxy-3β-[(t-butyldimethylsilyl)oxy]-20(S)-(n-propyl-23-oxo)-9,10-secopregna-5(E),7(E),10(19)-triene

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Technology Process of 1α-hydroxy-3β-[(t-butyldimethylsilyl)oxy]-20(S)-(n-propyl-23-oxo)-9,10-secopregna-5(E),7(E),10(19)-triene

There total 4 articles about 1α-hydroxy-3β-[(t-butyldimethylsilyl)oxy]-20(S)-(n-propyl-23-oxo)-9,10-secopregna-5(E),7(E),10(19)-triene 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:

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

: 167892-96-8
1α-hydroxy-3β-[(t-butyldimethylsilyl)oxy]-20(S)-(n-propyl-23-oxo)-9,10-secopregna-5(E),7(E),10(19)-triene

Guidance literature:: Multi-step reaction with 5 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

With selenium(IV) oxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; diisobutylaluminium hydride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; 1: Substitution / 2: Reduction / 3: Grignard reaction / 4: Oxidation / 5: Oxidation;
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

: 167892-96-8
1α-hydroxy-3β-[(t-butyldimethylsilyl)oxy]-20(S)-(n-propyl-23-oxo)-9,10-secopregna-5(E),7(E),10(19)-triene

Guidance literature:: Multi-step reaction with 3 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

With selenium(IV) oxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; In methanol; diethyl ether; dichloromethane; 1: Grignard reaction / 2: Oxidation / 3: Oxidation;
DOI:10.1016/S0968-0896(00)00106-1

Reference yield:

: 167892-92-4
3β-[(t-butyldimethylsilyl)oxy]-20(S)-(cyanomethyl)-9,10-secopregna-5(E),7(E),10(19)-triene

: 167892-96-8
1α-hydroxy-3β-[(t-butyldimethylsilyl)oxy]-20(S)-(n-propyl-23-oxo)-9,10-secopregna-5(E),7(E),10(19)-triene

Guidance literature:: Multi-step reaction with 4 steps

1: 54 percent / DIBALH / tetrahydrofuran; hexane / -70 - 20 °C

2: 54 percent / diethyl ether / 0.17 h / 20 °C

3: 78 percent / TPAP; NMO; 4A MS / CH₂Cl₂ / 0.25 h / 20 °C

4: 41 percent / SeO₂ / CH₂Cl₂; methanol / 2 h / Heating

With selenium(IV) oxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; diisobutylaluminium hydride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; 1: Reduction / 2: Grignard reaction / 3: Oxidation / 4: Oxidation;
DOI:10.1016/S0968-0896(00)00106-1