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

Base Information

• Chemical Name: 2-[(1R,2R,4R)-2-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexyl]-prop-2-en-1-ol
• CAS No.: 213915-78-7
• Molecular Formula: C₄₃H₈₂O₄Si₃
• Molecular Weight: 747.378
• Mol file: 213915-78-7.mol

Synonyms:2-[(1R,2R,4R)-2-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexyl]-prop-2-en-1-ol

Chemical Property of 2-[(1R,2R,4R)-2-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexyl]-prop-2-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(1R,2R,4R)-2-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexyl]-prop-2-en-1-ol

There total 10 articles about 2-[(1R,2R,4R)-2-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexyl]-prop-2-en-1-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:

tert-butyldimethylsilyl chloride (18162-48-6) → 2-[(1R,2R,4R)-2-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexyl]-prop-2-en-1-ol (213915-78-7)

Guidance literature:

Multi-step reaction with 8 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

6: 100 percent / imidazole / dimethylformamide / 17 h / Ambient temperature

7: SeO₂, salicylic acid, t-BuOOH / CH₂Cl₂ / 2 h / Ambient temperature

8: NaBH₄ / methanol / 0.5 h / Ambient temperature

With 1H-imidazole; tert.-butylhydroperoxide; dmap; sodium tetrahydroborate; selenium(IV) oxide; trimethylsilyl iodide; sodium tert-pentoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; salicylic acid; tert-butyl alcohol; trichloroacetic acid; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm960677q

Reference yield:

2-[(1R,2R,4R)-2-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexyl]-propenal → 2-[(1R,2R,4R)-2-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexyl]-prop-2-en-1-ol (213915-78-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 0.5h; Yield given; 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) → 2-[(1R,2R,4R)-2-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexyl]-prop-2-en-1-ol (213915-78-7)

Guidance literature:

Multi-step reaction with 8 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

6: 100 percent / imidazole / dimethylformamide / 17 h / Ambient temperature

7: SeO₂, salicylic acid, t-BuOOH / CH₂Cl₂ / 2 h / Ambient temperature

8: NaBH₄ / methanol / 0.5 h / Ambient temperature

With 1H-imidazole; tert.-butylhydroperoxide; dmap; sodium tetrahydroborate; selenium(IV) oxide; trimethylsilyl iodide; sodium tert-pentoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; salicylic acid; tert-butyl alcohol; trichloroacetic acid; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm960677q

upstream raw materials:

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

tert-butyldimethylsilyl chloride

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

(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

Downstream raw materials:

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