(1S,2S,3R,4R,5S,6R)-4,6-Bis-triethylsilanyloxy-cyclohexane-1,2,3,5-tetraol

Base Information

• Chemical Name: (1S,2S,3R,4R,5S,6R)-4,6-Bis-triethylsilanyloxy-cyclohexane-1,2,3,5-tetraol
• CAS No.: 132741-40-3
• Molecular Formula: C₁₈H₄₀O₆Si₂
• Molecular Weight: 408.683
• Mol file: 132741-40-3.mol

Synonyms:(1S,2S,3R,4R,5S,6R)-4,6-Bis-triethylsilanyloxy-cyclohexane-1,2,3,5-tetraol

Chemical Property of (1S,2S,3R,4R,5S,6R)-4,6-Bis-triethylsilanyloxy-cyclohexane-1,2,3,5-tetraol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S,3R,4R,5S,6R)-4,6-Bis-triethylsilanyloxy-cyclohexane-1,2,3,5-tetraol

There total 3 articles about (1S,2S,3R,4R,5S,6R)-4,6-Bis-triethylsilanyloxy-cyclohexane-1,2,3,5-tetraol 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: 89.0%

(2S,3S)-2,3-Dihydroxy-succinic acid mono-((1S,2R,3R,4S,5R,6S)-2,4,6-tris-benzoyloxy-3,5-bis-triethylsilanyloxy-cyclohexyl) ester → (1S,2S,3R,4R,5S,6R)-4,6-Bis-triethylsilanyloxy-cyclohexane-1,2,3,5-tetraol (132741-40-3)

Guidance literature:

With ethylmagnesium bromide; In diethyl ether; for 3h; Heating;

DOI:10.1039/c39910000428

Reference yield:

1,3,5-Tri-O-benzoyl-myo-inositol (130515-75-2) → (1S,2S,3R,4R,5S,6R)-4,6-Bis-triethylsilanyloxy-cyclohexane-1,2,3,5-tetraol (132741-40-3)

Guidance literature:

Multi-step reaction with 3 steps

1: MsCl, N-methylmorpholine, dimethylaminopyridine / tetrahydrofuran

2: 98 percent / imidazole / dimethylformamide

3: 89 percent / EtMgBr / diethyl ether / 3 h / Heating

With 4-methyl-morpholine; 1H-imidazole; dmap; ethylmagnesium bromide; methanesulfonyl chloride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1039/c39910000428

Reference yield:

(2S,3S)-2,3-Dihydroxy-succinic acid mono-((1R,2S,3S,4R,5S,6R)-2,4,6-tris-benzoyloxy-3,5-dihydroxy-cyclohexyl) ester → (1S,2S,3R,4R,5S,6R)-4,6-Bis-triethylsilanyloxy-cyclohexane-1,2,3,5-tetraol (132741-40-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / imidazole / dimethylformamide

2: 89 percent / EtMgBr / diethyl ether / 3 h / Heating

With 1H-imidazole; ethylmagnesium bromide; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1039/c39910000428

upstream raw materials:

1,3,5-Tri-O-benzoyl-myo-inositol