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

Base Information

• Chemical Name: (3R,4R)-3-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-isopropenyl-cyclohexanone
• CAS No.: 213915-71-0
• Molecular Formula: C₃₆H₆₄O₃Si₂
• Molecular Weight: 601.073
• Mol file: 213915-71-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

(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) → (3R,4R)-3-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-isopropenyl-cyclohexanone (213915-71-0)

Guidance literature:

Multi-step reaction with 2 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

With 1H-imidazole; dmap; trimethylsilyl iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; tert-butyl alcohol; In 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) → (3R,4R)-3-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-isopropenyl-cyclohexanone (213915-71-0)

Guidance literature:

With trimethylsilyl iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; tert-butyl alcohol; Yield given. Multistep reaction; 1.) CCl₄, 0 deg C, 1.5 h, 2.) C₆H₆, 50 deg C, 3 h;

DOI:10.1021/jm960677q

Reference yield: 60.0%

morpholine (110-91-8,99108-56-2) + (3R,4R)-3-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-isopropenyl-cyclohexanone (213915-71-0) → (7R,3R,4R)-3-[4-(1',1'-dimethylheptyl)-2,6-dihydroxyphenyl]-4-isopropenyl-1-morpholinylcyclohexane (1605280-86-1)

Guidance literature:

morpholine; (3R,4R)-3-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-isopropenyl-cyclohexanone; With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 1h;

With acetic acid; In dichloromethane; at 20 ℃; for 18h;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.5h;

upstream raw materials:

(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

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

Downstream raw materials:

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

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

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