(1S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-4,4-difluoro-3-[2-[(1R,3aS,7aR)-1-((R)-5-methoxymethoxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexanol

Base Information

• Chemical Name: (1S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-4,4-difluoro-3-[2-[(1R,3aS,7aR)-1-((R)-5-methoxymethoxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexanol
• CAS No.: 222535-39-9
• Molecular Formula: C₃₅H₆₀F₂O₄Si
• Molecular Weight: 610.941

Synonyms:

Chemical Property of (1S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-4,4-difluoro-3-[2-[(1R,3aS,7aR)-1-((R)-5-methoxymethoxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-4,4-difluoro-3-[2-[(1R,3aS,7aR)-1-((R)-5-methoxymethoxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexanol

There total 6 articles about (1S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-4,4-difluoro-3-[2-[(1R,3aS,7aR)-1-((R)-5-methoxymethoxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexanol 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: 33.0%

tert-Butyl-{(S)-2,2-difluoro-3-[2-[(1R,3aS,7aR)-1-((R)-5-methoxymethoxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-4-methylene-cyclohexyloxy}-dimethyl-silane (222535-38-8) → (1R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-4,4-difluoro-3-[2-[(1R,3aS,7aR)-1-((R)-5-methoxymethoxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexanol + (1S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-4,4-difluoro-3-[2-[(1R,3aS,7aR)-1-((R)-5-methoxymethoxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexanol (222535-39-9)

Guidance literature:

With selenium(IV) oxide; N-methyl-2-indolinone; In methanol; dichloromethane; Heating;

DOI:10.1016/S0040-4039(99)00030-1

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → (1S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-4,4-difluoro-3-[2-[(1R,3aS,7aR)-1-((R)-5-methoxymethoxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexanol (222535-39-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 41 percent / Et₃N / toluene / -20 deg C -> RT

2: 76 percent / octane / 100 °C

3: 33 percent / SeO₂, NMO / methanol; CH₂Cl₂ / Heating

With selenium(IV) oxide; N-methyl-2-indolinone; triethylamine; In methanol; octane; dichloromethane; toluene;

DOI:10.1016/S0040-4039(99)00030-1

Reference yield:

(3R,9S,10R,13R,14R,17R)-4,4-Difluoro-17-((R)-5-methoxymethoxy-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol (222535-33-3) → (1S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-4,4-difluoro-3-[2-[(1R,3aS,7aR)-1-((R)-5-methoxymethoxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexanol (222535-39-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) benzene/EtOH, 0 deg C, irradiation, 2.) EtOH, RT

2: 75 percent / liq. SO₂ / Heating

3: 41 percent / Et₃N / toluene / -20 deg C -> RT

4: 76 percent / octane / 100 °C

5: 33 percent / SeO₂, NMO / methanol; CH₂Cl₂ / Heating

With selenium(IV) oxide; N-methyl-2-indolinone; sulfur dioxide; triethylamine; In methanol; octane; dichloromethane; toluene;

DOI:10.1016/S0040-4039(99)00030-1

upstream raw materials:

tert-Butyl-{(S)-2,2-difluoro-3-[2-[(1R,3aS,7aR)-1-((R)-5-methoxymethoxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-4-methylene-cyclohexyloxy}-dimethyl-silane

t-butyldimethylsiyl triflate

(3R,9S,10R,13R,14R,17R)-4,4-Difluoro-17-((R)-5-methoxymethoxy-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

(S)-2,2-Difluoro-3-[2-[(1R,3aS,7aR)-1-((R)-5-methoxymethoxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(E)-ylidene]-4-methylene-cyclohexanol

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