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

Base Information

• Chemical Name: 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
• CAS No.: 213915-81-2
• Molecular Formula: C₃₂H₅₆O₄Si
• Molecular Weight: 532.88
• Mol file: 213915-81-2.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 10 articles about 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 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: 95.0%

3-[(1R,2R,4R)-2-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexyl]-but-3-en-1-ol (213915-80-1) → 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 (213915-81-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at -78 ℃; for 2h;

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,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-2-(3-hydroxy-1-methylene-propyl)-cyclohexyl]-5-(1,1-dimethyl-heptyl)-benzene-1,3-diol (213915-81-2)

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: 1.) Al(CH₃)3, 2,6-diphenylphenol / 1.) CH₂Cl₂, hexane, 0 deg C, 1 h, 2.) CH₂Cl₂, hexane, 0 deg C, 2 h

8: 95 percent / tetra-n-butylammonium fluoride hydrate / tetrahydrofuran / 2 h / -78 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; trimethylsilyl iodide; (1,1';3',1''-terphenyl)-2'-ol; tetrabutyl ammonium fluoride; trimethylaluminum; sodium tert-pentoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; tert-butyl alcohol; trichloroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm960677q

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 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 (213915-81-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / imidazole / dimethylformamide / 17 h / Ambient temperature

2: 1.) Al(CH₃)3, 2,6-diphenylphenol / 1.) CH₂Cl₂, hexane, 0 deg C, 1 h, 2.) CH₂Cl₂, hexane, 0 deg C, 2 h

3: 95 percent / tetra-n-butylammonium fluoride hydrate / tetrahydrofuran / 2 h / -78 °C

With 1H-imidazole; (1,1';3',1''-terphenyl)-2'-ol; tetrabutyl ammonium fluoride; trimethylaluminum; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm960677q

upstream raw materials:

3-[(1R,2R,4R)-2-[2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(1,1-dimethyl-heptyl)-phenyl]-4-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexyl]-but-3-en-1-ol

(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

Downstream raw materials:

(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