Methyl (1S,4aR,4bS,7S,8aS,10aR)-7-(benzyloxy)-tetradecahydro-4b,8,8,10a-tetramethyl-2-oxophenanthrene-1-carboxylate

Base Information

• Chemical Name: Methyl (1S,4aR,4bS,7S,8aS,10aR)-7-(benzyloxy)-tetradecahydro-4b,8,8,10a-tetramethyl-2-oxophenanthrene-1-carboxylate
• CAS No.: 172924-73-1
• Molecular Formula: C₂₇H₃₈O₄
• Molecular Weight: 426.596

Synonyms:Methyl (1S,4aR,4bS,7S,8aS,10aR)-7-(benzyloxy)-tetradecahydro-4b,8,8,10a-tetramethyl-2-oxophenanthrene-1-carboxylate

Chemical Property of Methyl (1S,4aR,4bS,7S,8aS,10aR)-7-(benzyloxy)-tetradecahydro-4b,8,8,10a-tetramethyl-2-oxophenanthrene-1-carboxylate

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Useful:

Technology Process of Methyl (1S,4aR,4bS,7S,8aS,10aR)-7-(benzyloxy)-tetradecahydro-4b,8,8,10a-tetramethyl-2-oxophenanthrene-1-carboxylate

There total 15 articles about Methyl (1S,4aR,4bS,7S,8aS,10aR)-7-(benzyloxy)-tetradecahydro-4b,8,8,10a-tetramethyl-2-oxophenanthrene-1-carboxylate 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%

Methyl (1R,4aR,4bS,7S,8aS,10aR)-7-(benzyloxy)-tetradecahydro-4b,8,8,10a-tetramethyl-2-oxophenanthrene-1-carboxylate (172788-44-2) → Methyl (1S,4aR,4bS,7S,8aS,10aR)-7-(benzyloxy)-tetradecahydro-4b,8,8,10a-tetramethyl-2-oxophenanthrene-1-carboxylate (172924-73-1)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 0.25h; Heating;

Reference yield: 48.0%

Methyl 5-<(4aR,6S,8aS)-6-(benzyloxy)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalen-1-yl>-3-oxopentanoate (172788-43-1) → Methyl (1S,4aR,4bS,7S,8aS,10aR)-7-(benzyloxy)-tetradecahydro-4b,8,8,10a-tetramethyl-2-oxophenanthrene-1-carboxylate (172924-73-1) + Methyl (1R,4aR,4bS,7S,8aS,10aR)-7-(benzyloxy)-tetradecahydro-4b,8,8,10a-tetramethyl-2-oxophenanthrene-1-carboxylate (172788-44-2)

Guidance literature:

With tin(IV) chloride; In dichloromethane; water; at 0 ℃; for 2h;

Reference yield: 37.0%

Methyl 5-<(4aR,6S,8aS)-6-(benzyloxy)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalen-1-yl>-3-oxopentanoate (172788-43-1) → Methyl (1S,4aR,4bS,7S,8aS,10aR)-7-(benzyloxy)-tetradecahydro-4b,8,8,10a-tetramethyl-2-oxophenanthrene-1-carboxylate (172924-73-1)

Guidance literature:

With tin(IV) chloride; In dichloromethane; water;

upstream raw materials:

Methyl 5-<(4aR,6S,8aS)-6-(benzyloxy)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalen-1-yl>-3-oxopentanoate

Methyl (1R,4aR,4bS,7S,8aS,10aR)-7-(benzyloxy)-tetradecahydro-4b,8,8,10a-tetramethyl-2-oxophenanthrene-1-carboxylate

(3S)-3-t-butyldimethylsilyloxy-2,2,6-trimethylcyclohexanone

(4aR,6S,8aS)-(+)-3,4,4a,5,6,7,8,8a-octahydro-6-benzyloxy-1-hydroxymethyl-2,5,5,8a-tetramethylnaphthalene

Downstream raw materials:

(4aR,4bS,7S,8aS,10aR)-1-(Acetoxymethyl)-7-(benzyloxy)-3,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-2,4b,8,8,10a-pentamethylphenanthrene

Methyl (4aR,4bS,7S,8aS,10aR)-7-(benzyloxy)-2-(diethoxyphosphoryloxy)-3,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-4b,8,8,10a-tetramethylphenanthrene-1-carboxylate

stypoldione

stypodiol

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