Cyclohexanol, 2-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-1-[(2-phenyl-1,3-dithian- 2-yl)methyl]-6-(phenylmethoxy)-2-[(triethylsilyl)oxy]-4-[[tris(1-methylethyl) silyl]oxy]-, (1S,2R,4S,6S)-

Base Information

• Chemical Name: Cyclohexanol, 2-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-1-[(2-phenyl-1,3-dithian- 2-yl)methyl]-6-(phenylmethoxy)-2-[(triethylsilyl)oxy]-4-[[tris(1-methylethyl) silyl]oxy]-, (1S,2R,4S,6S)-
• CAS No.: 874349-97-0
• Molecular Formula: C47H82O5S2Si3
• Molecular Weight: 875.554
• Mol file: 874349-97-0.mol

Synonyms:

Chemical Property of Cyclohexanol, 2-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-1-[(2-phenyl-1,3-dithian- 2-yl)methyl]-6-(phenylmethoxy)-2-[(triethylsilyl)oxy]-4-[[tris(1-methylethyl) silyl]oxy]-, (1S,2R,4S,6S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclohexanol, 2-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-1-[(2-phenyl-1,3-dithian- 2-yl)methyl]-6-(phenylmethoxy)-2-[(triethylsilyl)oxy]-4-[[tris(1-methylethyl) silyl]oxy]-, (1S,2R,4S,6S)-

There total 6 articles about Cyclohexanol, 2-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-1-[(2-phenyl-1,3-dithian- 2-yl)methyl]-6-(phenylmethoxy)-2-[(triethylsilyl)oxy]-4-[[tris(1-methylethyl) silyl]oxy]-, (1S,2R,4S,6S)- 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:

(3S,4R,6S,8S)-4-(2-tert-butyldimethylsilyloxyethyl)-8-benzyloxy-4-triethylsilyloxy-6-(triisopropyl)silyloxy-1-oxaspiro[2.5]octane (874350-03-5) + 2-Phenyl-[1,3]dithiane (5425-44-5) → (1S,2R,4S,6S)-6-Benzyloxy-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-(2-phenyl-[1,3]dithian-2-ylmethyl)-2-triethylsilanyloxy-4-triisopropylsilanyloxy-cyclohexanol (874349-97-0)

Guidance literature:

2-Phenyl-[1,3]dithiane; With n-butyllithium; In tetrahydrofuran; hexane; at -40 ℃; for 2h;

(3S,4R,6S,8S)-4-(2-tert-butyldimethylsilyloxyethyl)-8-benzyloxy-4-triethylsilyloxy-6-(triisopropyl)silyloxy-1-oxaspiro[2.5]octane; In tetrahydrofuran; hexane; at -40 ℃; for 6h;

DOI:10.1002/chem.200500640

Reference yield:

(1R,3S,5S)-1-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-methylene-5-triisopropylsilanyloxy-cyclohexane-1,3-diol (874349-99-2) → (1S,2R,4S,6S)-6-Benzyloxy-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-(2-phenyl-[1,3]dithian-2-ylmethyl)-2-triethylsilanyloxy-4-triisopropylsilanyloxy-cyclohexanol (874349-97-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 86 percent / NaH / dimethylformamide / 0 - 20 °C

2.1: 94 percent / 3-chloroperbenzoic acid; NaHCO₃ / CH₂Cl₂ / 2 h / 0 °C

3.1: 98 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -40 °C

4.2: tetrahydrofuran; hexane / 6 h / -40 °C

With n-butyllithium; sodium hydride; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.200500640

Reference yield:

(4R,6S,8S)-8-Benzyloxy-4-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6-triisopropylsilanyloxy-1-oxa-spiro[2.5]octan-4-ol → (1S,2R,4S,6S)-6-Benzyloxy-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-(2-phenyl-[1,3]dithian-2-ylmethyl)-2-triethylsilanyloxy-4-triisopropylsilanyloxy-cyclohexanol (874349-97-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 98 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -40 °C

2.2: tetrahydrofuran; hexane / 6 h / -40 °C

With n-butyllithium; triethylamine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1002/chem.200500640

upstream raw materials:

(3S,4R,6S,8S)-4-(2-tert-butyldimethylsilyloxyethyl)-8-benzyloxy-4-triethylsilyloxy-6-(triisopropyl)silyloxy-1-oxaspiro[2.5]octane

2-Phenyl-[1,3]dithiane

(1R,3S,5S)-1-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-methylene-5-triisopropylsilanyloxy-cyclohexane-1,3-diol

(1R,3S,5S)-1-(2-tert-butyldimethylsilyloxyethyl)-3-benzyloxy-5-triisopropylsilyloxy-2-methylencyclohexan-1-ol

Downstream raw materials:

(1S,2R,4S,6S)-6-Benzyloxy-2-(2-hydroxy-ethyl)-1-(2-phenyl-[1,3]dithian-2-ylmethyl)-2-triethylsilanyloxy-4-triisopropylsilanyloxy-cyclohexanol