(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-1-((S)-1-methyl-2,2-bis-methylselanyl-ethyl)-octahydro-indene

Base Information

• Chemical Name: (1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-1-((S)-1-methyl-2,2-bis-methylselanyl-ethyl)-octahydro-indene
• CAS No.: 112670-81-2
• Molecular Formula: C₃₆H₆₆O₂Se₂Si₂
• Molecular Weight: 745.01

Synonyms:(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-1-((S)-1-methyl-2,2-bis-methylselanyl-ethyl)-octahydro-indene

Chemical Property of (1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-1-((S)-1-methyl-2,2-bis-methylselanyl-ethyl)-octahydro-indene

Chemical Property:

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Technology Process of (1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-1-((S)-1-methyl-2,2-bis-methylselanyl-ethyl)-octahydro-indene

There total 6 articles about (1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-1-((S)-1-methyl-2,2-bis-methylselanyl-ethyl)-octahydro-indene 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%

(1S,4S,6R)-4,6-Bis-(tert-butyl-dimethyl-silanyloxy)-1-[(1R,3aS,7aR)-7a-methyl-1-((S)-1-methyl-2,2-bis-methylselanyl-ethyl)-octahydro-inden-(4E)-ylidenemethyl]-1,3,4,5,6,7-hexahydro-benzo[c]thiophene 2,2-dioxide (112670-87-8,112790-50-8) → (1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-1-((S)-1-methyl-2,2-bis-methylselanyl-ethyl)-octahydro-indene (112670-81-2)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; Heating;

DOI:10.1016/S0040-4039(00)95364-4

Reference yield:

1(S),3(R)-3-(tert-butyldimethylsilyl)-9,10-secoergosta-5(E),7(E),10(19),22(E)-tetraene-1-ol (115540-27-7,132152-22-8,112670-78-7) → (1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-1-((S)-1-methyl-2,2-bis-methylselanyl-ethyl)-octahydro-indene (112670-81-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 35 percent / ImH / dimethylformamide / 20 °C

2: SO₂ / Heating

3: 1) O₃, 2) PPh₃ / 2) CH₂Cl, MeOH, -70 to 0 deg C

4: 75 percent / CF₃CO₂H / CH₂Cl₂ / 5 °C

5: 98 percent / NaHCO₃ / ethanol / Heating

With 1H-imidazole; sulfur dioxide; sodium hydrogencarbonate; ozone; triphenylphosphine; trifluoroacetic acid; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)95364-4

Reference yield:

1(S),3(R)-bis(tert-butyldimethylsilyloxy)-9,10-secoergosta-5(E),7(E),10(19),22(E)-tetraene (115540-28-8,125136-23-4,111594-58-2,184851-16-9) → (1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-1-((S)-1-methyl-2,2-bis-methylselanyl-ethyl)-octahydro-indene (112670-81-2)

Guidance literature:

Multi-step reaction with 4 steps

1: SO₂ / Heating

2: 1) O₃, 2) PPh₃ / 2) CH₂Cl, MeOH, -70 to 0 deg C

3: 75 percent / CF₃CO₂H / CH₂Cl₂ / 5 °C

4: 98 percent / NaHCO₃ / ethanol / Heating

With sulfur dioxide; sodium hydrogencarbonate; ozone; triphenylphosphine; trifluoroacetic acid; In ethanol; dichloromethane;

DOI:10.1016/S0040-4039(00)95364-4

upstream raw materials:

(1S,4S,6R)-4,6-Bis-(tert-butyl-dimethyl-silanyloxy)-1-[(1R,3aS,7aR)-7a-methyl-1-((S)-1-methyl-2,2-bis-methylselanyl-ethyl)-octahydro-inden-(4E)-ylidenemethyl]-1,3,4,5,6,7-hexahydro-benzo[c]thiophene 2,2-dioxide

1(S),3(R)-3-(tert-butyldimethylsilyl)-9,10-secoergosta-5(E),7(E),10⁽¹⁹⁾,22(E)-tetraene-1-ol

1(S),3(R)-bis(tert-butyldimethylsilyloxy)-9,10-secoergosta-5(E),7(E),10⁽¹⁹⁾,22(E)-tetraene

(6S)-SO₂ adduct of 1(S),3(R)-bis(tert-butyldimethylsilyloxy)-20(S)-formyl-9,10-secopregna-5,7(E),10⁽¹⁹⁾-triene

Downstream raw materials:

(1S,3R,5E,7E,22ξ)-1,3-bis-(t-butyldimethylsilyloxy)-22-methylselenyl-24-oxa-9,10-secocholesta-5,7,10(19)-triene

(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-1-((S)-1-methyl-2-methylselanyl-ethyl)-octahydro-indene

(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-1-((1S,2R)-1,5-dimethyl-2-methylselanyl-hexyl)-7a-methyl-octahydro-indene

(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-1-((1S,2S)-1,5-dimethyl-2-methylselanyl-hexyl)-7a-methyl-octahydro-indene

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