(E)-(1R,3R,20S)-1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-20-methyl-19-nor-9,10-seco-pregna-5,7-dien-21-ol

Base Information

Chemical Name:(E)-(1R,3R,20S)-1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-20-methyl-19-nor-9,10-seco-pregna-5,7-dien-21-ol
CAS No.:142777-77-3
Molecular Formula:C₃₃H₆₂O₃Si₂
Molecular Weight:563.024
Hs Code.:

Synonyms:(E)-(1R,3R,20S)-1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-20-methyl-19-nor-9,10-seco-pregna-5,7-dien-21-ol

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Chemical Property of (E)-(1R,3R,20S)-1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-20-methyl-19-nor-9,10-seco-pregna-5,7-dien-21-ol

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Technology Process of (E)-(1R,3R,20S)-1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-20-methyl-19-nor-9,10-seco-pregna-5,7-dien-21-ol

There total 4 articles about (E)-(1R,3R,20S)-1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-20-methyl-19-nor-9,10-seco-pregna-5,7-dien-21-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: 88.0%

: 141404-12-8
Acetic acid (S)-2-{(1R,3aS,7aR)-4-[2-[(3R,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl ester

: 142777-77-3
(E)-(1R,3R,20S)-1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-20-methyl-19-nor-9,10-seco-pregna-5,7-dien-21-ol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; 1) 0 deg C, 25 min, 2) RT, 20 min;
DOI:10.1016/S0040-4039(00)79565-7

Reference yield:

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

: 142777-77-3
(E)-(1R,3R,20S)-1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-20-methyl-19-nor-9,10-seco-pregna-5,7-dien-21-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / pyridine / -20 - 0 °C

2: 88 percent / pyridinium chlorochromate (PCC) / CH₂Cl₂ / 1 h / Ambient temperature

3: n-BuLi / tetrahydrofuran / -78 °C

4: 88 percent / LiAlH₄ / tetrahydrofuran / 1) 0 deg C, 25 min, 2) RT, 20 min

With pyridine; lithium aluminium tetrahydride; n-butyllithium; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)79565-7

Reference yield:

: 141245-56-9
(20S)-Des-A,B-22-(acetoxy)-23,24-dinorcholane-8β-ol

: 142777-77-3
(E)-(1R,3R,20S)-1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-20-methyl-19-nor-9,10-seco-pregna-5,7-dien-21-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / pyridinium chlorochromate (PCC) / CH₂Cl₂ / 1 h / Ambient temperature

2: n-BuLi / tetrahydrofuran / -78 °C

3: 88 percent / LiAlH₄ / tetrahydrofuran / 1) 0 deg C, 25 min, 2) RT, 20 min

With lithium aluminium tetrahydride; n-butyllithium; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)79565-7