tert-Butyl-dimethyl-[7a-methyl-1-(1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-4-yloxy]-silane

Base Information

• Chemical Name: tert-Butyl-dimethyl-[7a-methyl-1-(1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-4-yloxy]-silane
• CAS No.: 144177-03-7
• Molecular Formula: C₂₅H₄₈OSi
• Molecular Weight: 392.741
• Mol file: 144177-03-7.mol

Synonyms:tert-Butyl-dimethyl-[7a-methyl-1-(1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-4-yloxy]-silane

Chemical Property of tert-Butyl-dimethyl-[7a-methyl-1-(1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-4-yloxy]-silane

Chemical Property:

• Refractive Index: 1.475
• Boiling Point: 412.7±14.0 °C(Predicted)
• PSA: 9.23000
• Density: 0.89±0.1 g/cm3(Predicted)
• LogP: 8.07760

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-Butyl-dimethyl-[7a-methyl-1-(1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-4-yloxy]-silane

There total 1 articles about tert-Butyl-dimethyl-[7a-methyl-1-(1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-4-yloxy]-silane 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%

t-butyldimethylsiyl triflate (69739-34-0) + (1R,3aR,4S,7aR)-7a-Methyl-1-((E)-(1R,4S)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-4-ol (55812-82-3,63730-57-4,63730-58-5,102281-42-5) → tert-Butyl-dimethyl-[(1R,3aR,4S,7aR)-7a-methyl-1-((E)-(1R,4S)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-4-yloxy]-silane (144177-03-7)

Guidance literature:

With 2,6-dimethylpyridine;

DOI:10.1248/cpb.40.1647

Reference yield:

tert-Butyl-dimethyl-[(1R,3aR,4S,7aR)-7a-methyl-1-((E)-(1R,4S)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-4-yloxy]-silane (144177-03-7) → (6S,7S)-7-{(1R,3aS,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}-1,1,1-trifluoro-2-trifluoromethyl-oct-3-yne-2,6-diol (144100-41-4)

Guidance literature:

Multi-step reaction with 8 steps

1: O₃, pyridine / CH₂Cl₂ / -78 °C

2: Zn, CH₃COOH / CH₂Cl₂; pyridine

3: 67 percent / Zn / dimethylformamide / 0.5 h / Ambient temperature

4: 88 percent / pyridine, DMAP

5: 53 percent / 5percent aq. HCl, AcOH / CH₂Cl₂ / 5 h / Ambient temperature

6: 100 percent / PCC / CH₂Cl₂ / 2.5 h / Ambient temperature

7: 1.) butyllithium / 1.) THF, -78 deg C, 2.) THF, RT, 1 h

8: 5percent aq. LiOH

With pyridine; hydrogenchloride; dmap; lithium hydroxide; n-butyllithium; ozone; acetic acid; pyridinium chlorochromate; zinc; In pyridine; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.40.1647

Reference yield:

tert-Butyl-dimethyl-[(1R,3aR,4S,7aR)-7a-methyl-1-((E)-(1R,4S)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-4-yloxy]-silane (144177-03-7) → (6R,7S)-7-{(1R,3aS,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}-1,1,1-trifluoro-2-trifluoromethyl-oct-3-yne-2,6-diol (144100-41-4)

Guidance literature:

Multi-step reaction with 8 steps

1: O₃, pyridine / CH₂Cl₂ / -78 °C

2: Zn, CH₃COOH / CH₂Cl₂; pyridine

3: 27 percent / Zn / dimethylformamide / 0.5 h / Ambient temperature

4: pyridine, DMAP

5: 5percent aq. HCl, AcOH / CH₂Cl₂ / 5 h / Ambient temperature

6: PCC / CH₂Cl₂ / 2.5 h / Ambient temperature

7: 1.) butyllithium / 1.) THF, -78 deg C, 2.) THF, RT, 1 h

8: 5percent aq. LiOH

With pyridine; hydrogenchloride; dmap; lithium hydroxide; n-butyllithium; ozone; acetic acid; pyridinium chlorochromate; zinc; In pyridine; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.40.1647

upstream raw materials:

t-butyldimethylsiyl triflate

(1R,3aR,4S,7aR)-7a-Methyl-1-((E)-(1R,4S)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-4-ol

Downstream raw materials:

(6S,7S)-7-{(1R,3aS,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}-1,1,1-trifluoro-2-trifluoromethyl-oct-3-yne-2,6-diol

(6R,7S)-7-{(1R,3aS,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}-1,1,1-trifluoro-2-trifluoromethyl-oct-3-yne-2,6-diol

Acetic acid (S)-1-((S)-1-{(1R,3aS,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}-ethyl)-6,6,6-trifluoro-5-hydroxy-5-trifluoromethyl-hex-3-ynyl ester

Acetic acid (R)-1-((S)-1-{(1R,3aS,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}-ethyl)-6,6,6-trifluoro-5-hydroxy-5-trifluoromethyl-hex-3-ynyl ester