1,3-Dioxane-4-methanol, 6-[(1S,6R)-6-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-6-[(2S,3R)-2, 3-dimethyl-4-[[tris(1-methylethyl)silyl]oxy]butyl]-3-[(methoxymethoxy)meth yl]-2-cyclohexen-1-yl]-2,2-dimethyl-5-[(triethylsilyl)oxy]-, (4R,5S,6S)-

Base Information

• Chemical Name: 1,3-Dioxane-4-methanol, 6-[(1S,6R)-6-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-6-[(2S,3R)-2, 3-dimethyl-4-[[tris(1-methylethyl)silyl]oxy]butyl]-3-[(methoxymethoxy)meth yl]-2-cyclohexen-1-yl]-2,2-dimethyl-5-[(triethylsilyl)oxy]-, (4R,5S,6S)-
• CAS No.: 834916-87-9
• Molecular Formula: C44H90O8Si3
• Molecular Weight: 831.45

Synonyms:

Chemical Property of 1,3-Dioxane-4-methanol, 6-[(1S,6R)-6-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-6-[(2S,3R)-2, 3-dimethyl-4-[[tris(1-methylethyl)silyl]oxy]butyl]-3-[(methoxymethoxy)meth yl]-2-cyclohexen-1-yl]-2,2-dimethyl-5-[(triethylsilyl)oxy]-, (4R,5S,6S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3-Dioxane-4-methanol, 6-[(1S,6R)-6-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-6-[(2S,3R)-2, 3-dimethyl-4-[[tris(1-methylethyl)silyl]oxy]butyl]-3-[(methoxymethoxy)meth yl]-2-cyclohexen-1-yl]-2,2-dimethyl-5-[(triethylsilyl)oxy]-, (4R,5S,6S)-

There total 9 articles about 1,3-Dioxane-4-methanol, 6-[(1S,6R)-6-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-6-[(2S,3R)-2, 3-dimethyl-4-[[tris(1-methylethyl)silyl]oxy]butyl]-3-[(methoxymethoxy)meth yl]-2-cyclohexen-1-yl]-2,2-dimethyl-5-[(triethylsilyl)oxy]-, (4R,5S,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:

2,2-dimethyl-propionic acid 6-[6-(tert-butyl-dimethyl-silanyloxymethyl)-6-(2,3-dimethyl-4-triisopropylsilanyloxy-butyl)-3-methoxymethoxymethyl-cyclohex-2-enyl]-2,2-dimethyl-5-triethylsilanyloxy-[1,3]dioxan-4-ylmethyl ester → {(4R,5S,6S)-6-[(1S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-6-((2S,3R)-2,3-dimethyl-4-triisopropylsilanyloxy-butyl)-3-methoxymethoxymethyl-cyclohex-2-enyl]-2,2-dimethyl-5-triethylsilanyloxy-[1,3]dioxan-4-yl}-methanol (834916-87-9)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃;

DOI:10.1002/anie.200461802

Reference yield:

triethylsilyl chloride (994-30-9) → {(4R,5S,6S)-6-[(1S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-6-((2S,3R)-2,3-dimethyl-4-triisopropylsilanyloxy-butyl)-3-methoxymethoxymethyl-cyclohex-2-enyl]-2,2-dimethyl-5-triethylsilanyloxy-[1,3]dioxan-4-yl}-methanol (834916-87-9)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 20 °C

2: DIBAL-H / toluene / -78 °C

With 1H-imidazole; diisobutylaluminium hydride; In N,N-dimethyl-formamide; toluene;

DOI:10.1002/anie.200461802

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → {(4R,5S,6S)-6-[(1S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-6-((2S,3R)-2,3-dimethyl-4-triisopropylsilanyloxy-butyl)-3-methoxymethoxymethyl-cyclohex-2-enyl]-2,2-dimethyl-5-triethylsilanyloxy-[1,3]dioxan-4-yl}-methanol (834916-87-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 2,6-lutidine / CH₂Cl₂ / 0 °C

2: 91 percent / Na; liq. NH₃ / tetrahydrofuran / -78 °C

3: pyridine / 20 °C

4: imidazole / dimethylformamide / 20 °C

5: DIBAL-H / toluene / -78 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; ammonia; sodium; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1002/anie.200461802

upstream raw materials:

triethylsilyl chloride

t-butyldimethylsiyl triflate

(1R,2S)-1-((2S,3R)-2,3-Dimethyl-4-triisopropylsilanyloxy-butyl)-2-[(S)-hydroxy-((2R,4S,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-methyl]-4-methoxymethoxymethyl-cyclohex-3-enecarbonitrile

(1R,2S)-2-((4S,4aS,6R,8aR)-2,2-Dimethyl-6-phenyl-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxin-4-yl)-1-((2S,3R)-2,3-dimethyl-4-triisopropylsilanyloxy-butyl)-4-methoxymethoxymethyl-cyclohex-3-enecarbonitrile

Downstream raw materials:

2,2-Dimethyl-propionic acid (R)-2-{(4R,5S,6S)-6-[(1S,6R)-6-((2S,3R)-2,3-dimethyl-4-triisopropylsilanyloxy-butyl)-6-formyl-3-methoxymethoxymethyl-cyclohex-2-enyl]-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl}-propyl ester

2,2-Dimethyl-propionic acid (R)-2-{(4R,5S,6S)-6-[(1S,6R)-6-((2S,3R)-2,3-dimethyl-4-triisopropylsilanyloxy-butyl)-6-hydroxymethyl-3-methoxymethoxymethyl-cyclohex-2-enyl]-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl}-propyl ester

2,2-Dimethyl-propionic acid (R)-2-{(4R,5S,6S)-6-[(1S,6R)-6-((2S,3R)-2,3-dimethyl-4-triisopropylsilanyloxy-butyl)-6-formyl-3-methoxymethoxymethyl-cyclohex-2-enyl]-2,2-dimethyl-5-trimethylsilanyloxy-[1,3]dioxan-4-yl}-propyl ester

(R)-2-{(4R,5S,6S)-6-[(1S,6R)-6-((2S,3R)-2,3-Dimethyl-4-triisopropylsilanyloxy-butyl)-3-methoxymethoxymethyl-6-((S)-1-trimethylsilanyloxy-but-3-enyl)-cyclohex-2-enyl]-2,2-dimethyl-5-trimethylsilanyloxy-[1,3]dioxan-4-yl}-propan-1-ol

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