Benzoic acid (S)-1-[(1R,2R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-2-triethylsilanyloxymethyl-cyclohexyl]-2-oxo-ethyl ester

Base Information

• Chemical Name: Benzoic acid (S)-1-[(1R,2R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-2-triethylsilanyloxymethyl-cyclohexyl]-2-oxo-ethyl ester
• CAS No.: 146861-62-3
• Molecular Formula: C₅₆H₇₄O₆Si₃
• Molecular Weight: 927.456
• Mol file: 146861-62-3.mol

Synonyms:

Chemical Property of Benzoic acid (S)-1-[(1R,2R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-2-triethylsilanyloxymethyl-cyclohexyl]-2-oxo-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (S)-1-[(1R,2R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-2-triethylsilanyloxymethyl-cyclohexyl]-2-oxo-ethyl ester

There total 7 articles about Benzoic acid (S)-1-[(1R,2R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-2-triethylsilanyloxymethyl-cyclohexyl]-2-oxo-ethyl ester 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:

triethylsilyl chloride (994-30-9) → Benzoic acid (S)-1-[(1R,2R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-2-triethylsilanyloxymethyl-cyclohexyl]-2-oxo-ethyl ester (146861-62-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / imidazole / CH₂Cl₂ / 15 h / Ambient temperature

2: 1.) O₃, 2.) dimethyl sulfide / 1.) CH₂Cl₂, -78 deg C

With 1H-imidazole; dimethylsulfide; ozone; In dichloromethane;

DOI:10.1039/c39930000151

Reference yield:

(1R,2S,4R,7R,9S,10R,11R,12R)-11-hydroxymethyl-9-methoxy-1-methyl-4-phenyl-3,5,8-trioxatricyclo<8.7.0.02,7>-tetradecan-12-ol (127818-07-9) → Benzoic acid (S)-1-[(1R,2R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-2-triethylsilanyloxymethyl-cyclohexyl]-2-oxo-ethyl ester (146861-62-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 77 percent / imidazole / CH₂Cl₂ / 72 h / Ambient temperature

2: 80 percent / N-bromosuccinimide (NBS), BaCO₃ / CCl₄ / 3 h / Heating

3: 61 percent / Zn / propan-2-ol / 5 h / Heating

4: 73 percent / NaBH₄ / propan-2-ol / 0.25 h / 60 °C

5: 89 percent / imidazole / CH₂Cl₂ / 15 h / Ambient temperature

6: 1.) O₃, 2.) dimethyl sulfide / 1.) CH₂Cl₂, -78 deg C

With 1H-imidazole; sodium tetrahydroborate; N-Bromosuccinimide; dimethylsulfide; ozone; barium carbonate; zinc; In tetrachloromethane; dichloromethane; isopropyl alcohol;

DOI:10.1039/c39930000151

Reference yield:

(3R,4aS,4bR,7R,8R,8aR,9S,10aR)-7-(tert-Butyl-diphenyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxymethyl)-9-methoxy-4b-methyl-3-phenyl-decahydro-2,4,10-trioxa-phenanthrene → Benzoic acid (S)-1-[(1R,2R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-2-triethylsilanyloxymethyl-cyclohexyl]-2-oxo-ethyl ester (146861-62-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 80 percent / N-bromosuccinimide (NBS), BaCO₃ / CCl₄ / 3 h / Heating

2: 61 percent / Zn / propan-2-ol / 5 h / Heating

3: 73 percent / NaBH₄ / propan-2-ol / 0.25 h / 60 °C

4: 89 percent / imidazole / CH₂Cl₂ / 15 h / Ambient temperature

5: 1.) O₃, 2.) dimethyl sulfide / 1.) CH₂Cl₂, -78 deg C

With 1H-imidazole; sodium tetrahydroborate; N-Bromosuccinimide; dimethylsulfide; ozone; barium carbonate; zinc; In tetrachloromethane; dichloromethane; isopropyl alcohol;

DOI:10.1039/c39930000151

upstream raw materials:

triethylsilyl chloride

(1R,2S,4R,7R,9S,10R,11R,12R)-11-hydroxymethyl-9-methoxy-1-methyl-4-phenyl-3,5,8-trioxatricyclo<8.7.0.0^2,7>-tetradecan-12-ol

Benzoic acid (R)-1-[(1R,2R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxymethyl)-2-formyl-1-methyl-cyclohexyl]-allyl ester

tert-butylchlorodiphenylsilane