(6R,7S)-7-{(1R,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-6-(tert-butyl-dimethyl-silanyloxy)-1,1,1-trifluoro-2-trifluoromethyl-octan-2-ol

Base Information

• Chemical Name: (6R,7S)-7-{(1R,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-6-(tert-butyl-dimethyl-silanyloxy)-1,1,1-trifluoro-2-trifluoromethyl-octan-2-ol
• CAS No.: 147674-51-9
• Molecular Formula: C₄₆H₈₂F₆O₄Si₃
• Molecular Weight: 897.402

Synonyms:

Chemical Property of (6R,7S)-7-{(1R,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-6-(tert-butyl-dimethyl-silanyloxy)-1,1,1-trifluoro-2-trifluoromethyl-octan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R,7S)-7-{(1R,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-6-(tert-butyl-dimethyl-silanyloxy)-1,1,1-trifluoro-2-trifluoromethyl-octan-2-ol

There total 32 articles about (6R,7S)-7-{(1R,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-6-(tert-butyl-dimethyl-silanyloxy)-1,1,1-trifluoro-2-trifluoromethyl-octan-2-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:

(S)-2-((1R,4S,7aR)-4-Benzyloxy-7a-methyl-octahydro-inden-1-yl)-propionaldehyde (143101-71-7,147674-53-1) → (6S,7S)-7-{(1R,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-6-(tert-butyl-dimethyl-silanyloxy)-1,1,1-trifluoro-2-trifluoromethyl-octan-2-ol (147674-51-9,147731-32-6)

Guidance literature:

Multi-step reaction with 11 steps

1: 39 percent / diethyl ether; tetrahydrofuran / 0 °C

2: pyridine / Ambient temperature

3: 35 h / 150 °C

4: K₂CO₃ / methanol / Ambient temperature

5: Collins reagent

6: 96 percent / H₂ / 5percent Pd/C / methanol / 1 h / 760 Torr / Ambient temperature

7: 67 percent / NaBH₄ / ethanol / Ambient temperature

8: 2,6-lutidine / CH₂Cl₂ / Ambient temperature

9: H₂ / 5percent Pd/C / methanol / 760 Torr / Ambient temperature

10: pyridinium chlorochromate

11: 1.) n-BuLi / 1.) THF, from -78 deg C to TR, 2.) THF

With pyridine; 2,6-dimethylpyridine; sodium tetrahydroborate; n-butyllithium; Collins oxidation agent; hydrogen; potassium carbonate; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane;

DOI:10.1248/cpb.40.1346

Reference yield:

(S)-2-((1R,4S,7aR)-4-Benzyloxy-7a-methyl-octahydro-inden-1-yl)-propionaldehyde (143101-71-7,147674-53-1) → (6R,7S)-7-{(1R,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-6-(tert-butyl-dimethyl-silanyloxy)-1,1,1-trifluoro-2-trifluoromethyl-octan-2-ol (147674-51-9,147731-32-6)

Guidance literature:

Multi-step reaction with 11 steps

1: 39 percent / diethyl ether; tetrahydrofuran / 0 °C

2: pyridine / Ambient temperature

3: 35 h / 150 °C

4: K₂CO₃ / methanol / Ambient temperature

5: Collins reagent

6: 96 percent / H₂ / 5percent Pd/C / methanol / 1 h / 760 Torr / Ambient temperature

7: 23 percent / NaBH₄ / ethanol / Ambient temperature

8: 2,6-lutidine / CH₂Cl₂ / Ambient temperature

9: H₂ / 5percent Pd/C / methanol / 760 Torr / Ambient temperature

10: pyridinium chlorochromate

11: 1.) n-BuLi / 1.) THF, from -78 deg C to RT, 2.) THF

With pyridine; 2,6-dimethylpyridine; sodium tetrahydroborate; n-butyllithium; Collins oxidation agent; hydrogen; potassium carbonate; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane;

DOI:10.1248/cpb.40.1346

Reference yield:

(2S,3S)-2-((1R,4S,7aR)-4-Benzyloxy-7a-methyl-octahydro-inden-1-yl)-hex-5-en-3-ol (143101-72-8,143167-94-6,147731-33-7) → (6S,7S)-7-{(1R,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-6-(tert-butyl-dimethyl-silanyloxy)-1,1,1-trifluoro-2-trifluoromethyl-octan-2-ol (147674-51-9,147731-32-6)

Guidance literature:

Multi-step reaction with 10 steps

1: 95 percent / pyridine / Ambient temperature

2: 74 percent / 35 h / 150 °C

3: 92 percent / K₂CO₃ / methanol / Ambient temperature

4: 96 percent / Collins reagent

5: 96 percent / H₂ / 5percent Pd/C / methanol / 1 h / 760 Torr / Ambient temperature

6: 67 percent / NaBH₄ / ethanol / Ambient temperature

7: 2,6-lutidine / CH₂Cl₂ / Ambient temperature

8: H₂ / 5percent Pd/C / methanol / 760 Torr / Ambient temperature

9: pyridinium chlorochromate

10: 1.) n-BuLi / 1.) THF, from -78 deg C to TR, 2.) THF

With pyridine; 2,6-dimethylpyridine; sodium tetrahydroborate; n-butyllithium; Collins oxidation agent; hydrogen; potassium carbonate; pyridinium chlorochromate; palladium on activated charcoal; In methanol; ethanol; dichloromethane;

DOI:10.1248/cpb.40.1346

upstream raw materials:

[(2Z)-2-[(3S,5R)-3,5-bis(tert-butyldimethylsilanyloxy)-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

(1R,7aR)-1-[(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-7,7,7-trifluoro-6-hydroxy-1-methyl-6-trifluoromethyl-heptyl]-7a-methyl-octahydro-inden-4-one

t-butyldimethylsiyl triflate

(S)-2-((1R,4S,7aR)-4-Benzyloxy-7a-methyl-octahydro-inden-1-yl)-propionaldehyde

Downstream raw materials:

(1R,3S)-4-Methylene-5-[2-[(1R,7aR)-7a-methyl-1-((1S,2S)-7,7,7-trifluoro-2,6-dihydroxy-1-methyl-6-trifluoromethyl-heptyl)-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-cyclohexane-1,3-diol

(1R,3S)-4-Methylene-5-[2-[(1R,7aR)-7a-methyl-1-((1S,2R)-7,7,7-trifluoro-2,6-dihydroxy-1-methyl-6-trifluoromethyl-heptyl)-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-cyclohexane-1,3-diol

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