(1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-6-{(R)-5-Ethyl-1-methyl-4-[1-(toluene-4-sulfonyl)-meth-(E)-ylidene]-heptyl}-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene

Base Information

• Chemical Name: (1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-6-{(R)-5-Ethyl-1-methyl-4-[1-(toluene-4-sulfonyl)-meth-(E)-ylidene]-heptyl}-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene
• CAS No.: 105395-36-6
• Molecular Formula: C₃₈H₅₈O₃S
• Molecular Weight: 594.943

Synonyms:

Chemical Property of (1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-6-{(R)-5-Ethyl-1-methyl-4-[1-(toluene-4-sulfonyl)-meth-(E)-ylidene]-heptyl}-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-6-{(R)-5-Ethyl-1-methyl-4-[1-(toluene-4-sulfonyl)-meth-(E)-ylidene]-heptyl}-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene

There total 5 articles about (1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-6-{(R)-5-Ethyl-1-methyl-4-[1-(toluene-4-sulfonyl)-meth-(E)-ylidene]-heptyl}-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene 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:

p-tolyl benzeneselenosulfonate (68819-94-3) → (1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-6-{(R)-5-Ethyl-1-methyl-4-[1-(toluene-4-sulfonyl)-meth-(E)-ylidene]-heptyl}-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene (105395-36-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / AIBN / benzene / 18 h / Heating

2: tetrahydrofuran / 0 deg C, 1-2 h then R_.T_., 1-2 h

With 2,2'-azobis(isobutyronitrile); In tetrahydrofuran; benzene;

DOI:10.1016/S0040-4039(00)84483-4

Reference yield:

(1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-Methoxy-3a,5a-dimethyl-6-((R)-1-methyl-pent-4-ynyl)-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene (105395-32-2) → (1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-6-{(R)-5-Ethyl-1-methyl-4-[1-(toluene-4-sulfonyl)-meth-(E)-ylidene]-heptyl}-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene (105395-36-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / AIBN / benzene / 18 h / Heating

2: tetrahydrofuran / 0 deg C, 1-2 h then R_.T_., 1-2 h

With 2,2'-azobis(isobutyronitrile); In tetrahydrofuran; benzene;

DOI:10.1016/S0040-4039(00)84483-4

Reference yield:

[(R)-5-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-hex-1-ynyl]-trimethyl-silane (105395-38-8) → (1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-6-{(R)-5-Ethyl-1-methyl-4-[1-(toluene-4-sulfonyl)-meth-(E)-ylidene]-heptyl}-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene (105395-36-6)

Guidance literature:

Multi-step reaction with 3 steps

1: n-BuN⁽¹⁺⁾*F^(1-) / tetrahydrofuran / 0.5 h / Ambient temperature

2: 80 percent / AIBN / benzene / 18 h / Heating

3: tetrahydrofuran / 0 deg C, 1-2 h then R_.T_., 1-2 h

With 2,2'-azobis(isobutyronitrile); n-BuN⁽¹⁺⁾*F^(1-); In tetrahydrofuran; benzene;

DOI:10.1016/S0040-4039(00)84483-4

upstream raw materials:

(1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-Methoxy-3a,5a-dimethyl-6-[(E)-(R)-1-methyl-4-phenylselanyl-5-(toluene-4-sulfonyl)-pent-4-enyl]-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene

p-tolyl benzeneselenosulfonate

(1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-Methoxy-3a,5a-dimethyl-6-((R)-1-methyl-pent-4-ynyl)-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene

[(R)-5-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-hex-1-ynyl]-trimethyl-silane

Downstream raw materials:

xestosterol

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