{(1R,3R,4R)-3-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-isopropenyl-cyclohexyl}-methanol

Base Information

• Chemical Name: {(1R,3R,4R)-3-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-isopropenyl-cyclohexyl}-methanol
• CAS No.: 213915-76-5
• Molecular Formula: C₃₇H₆₈O₃Si₂
• Molecular Weight: 617.116
• Mol file: 213915-76-5.mol

Synonyms:{(1R,3R,4R)-3-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-isopropenyl-cyclohexyl}-methanol

Chemical Property of {(1R,3R,4R)-3-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-isopropenyl-cyclohexyl}-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(1R,3R,4R)-3-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-isopropenyl-cyclohexyl}-methanol

There total 6 articles about {(1R,3R,4R)-3-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-isopropenyl-cyclohexyl}-methanol 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: 72.0%

(1R,3R,4R)-3-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-isopropenyl-cyclohexanecarbaldehyde (213915-75-4) → {(1R,3R,4R)-3-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-isopropenyl-cyclohexyl}-methanol (213915-76-5)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 2h; Ambient temperature;

DOI:10.1021/jm960677q

Reference yield:

(1R,4R,5R)-4-(2,6-dihydroxy-4-(2-methyloctan-2-yl)phenyl)-6,6-dimethylbicyclo[3.1.1]heptan-2-one (182509-23-5) → {(1R,3R,4R)-3-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-isopropenyl-cyclohexyl}-methanol (213915-76-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 83 percent / imidazole, DMAP / dimethylformamide / 36 h / Ambient temperature

2: 1.) TMSI, t-BuOH, 2.) 1,8-diazabicyclo<5.4.0>undec-7-ene / 1.) CCl₄, 0 deg C, 1.5 h, 2.) C₆H₆, 50 deg C, 3 h

3: 1.) sodium tert-amylate / 1.) C₆H₆, RT, 15 min, 2.) C₆H₆, 70 deg C, 3 h

4: aq. CCl₃CO₂H / CH₂Cl₂ / 0.17 h / Ambient temperature

5: 72 percent / NaBH₄ / ethanol / 2 h / Ambient temperature

With 1H-imidazole; dmap; sodium tetrahydroborate; trimethylsilyl iodide; sodium tert-pentoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; tert-butyl alcohol; trichloroacetic acid; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm960677q

Reference yield:

(1R,4R,5R)-4-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-6,6-dimethyl-bicyclo[3.1.1]heptan-2-one (213915-73-2) → {(1R,3R,4R)-3-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-isopropenyl-cyclohexyl}-methanol (213915-76-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) TMSI, t-BuOH, 2.) 1,8-diazabicyclo<5.4.0>undec-7-ene / 1.) CCl₄, 0 deg C, 1.5 h, 2.) C₆H₆, 50 deg C, 3 h

2: 1.) sodium tert-amylate / 1.) C₆H₆, RT, 15 min, 2.) C₆H₆, 70 deg C, 3 h

3: aq. CCl₃CO₂H / CH₂Cl₂ / 0.17 h / Ambient temperature

4: 72 percent / NaBH₄ / ethanol / 2 h / Ambient temperature

With sodium tetrahydroborate; trimethylsilyl iodide; sodium tert-pentoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; tert-butyl alcohol; trichloroacetic acid; In ethanol; dichloromethane;

DOI:10.1021/jm960677q

upstream raw materials:

(1R,3R,4R)-3-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-isopropenyl-cyclohexanecarbaldehyde

(1R,4R,5R)-4-(2,6-dihydroxy-4-(2-methyloctan-2-yl)phenyl)-6,6-dimethylbicyclo[3.1.1]heptan-2-one

(1R,4R,5R)-4-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-6,6-dimethyl-bicyclo[3.1.1]heptan-2-one

(3R,4R)-3-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-isopropenyl-cyclohexanone

Downstream raw materials:

5-(1,1-Dimethyl-heptyl)-2-[(1R,2R,5R)-5-hydroxymethyl-2-(1-hydroxymethyl-vinyl)-cyclohexyl]-benzene-1,3-diol

(6S,6aR,9R,10aR)-3-(1,1-Dimethyl-heptyl)-9-hydroxymethyl-6-(2-iodo-ethyl)-6-methyl-6a,7,8,9,10,10a-hexahydro-6H-benzo[c]chromen-1-ol

2-[(1R,2R,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-2-(3-hydroxy-1-methylene-propyl)-cyclohexyl]-5-(1,1-dimethyl-heptyl)-benzene-1,3-diol

2-{(1R,2R,4R)-2-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-hydroxymethyl-cyclohexyl}-prop-2-en-1-ol