(4S,5S,6R)-4-[(1S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-6-((2S,3R)-2,3-dimethyl-4-triisopropylsilanyloxy-butyl)-3-methoxymethoxymethyl-cyclohex-2-enyl]-6-isopropenyl-2,2-dimethyl-5-triethylsilanyloxy-[1,3]dioxane

Base Information

Chemical Name:(4S,5S,6R)-4-[(1S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-6-((2S,3R)-2,3-dimethyl-4-triisopropylsilanyloxy-butyl)-3-methoxymethoxymethyl-cyclohex-2-enyl]-6-isopropenyl-2,2-dimethyl-5-triethylsilanyloxy-[1,3]dioxane
CAS No.:834916-90-4
Molecular Formula:C₄₆H₉₂O₇Si₃
Molecular Weight:841.489
Hs Code.:

(4S,5S,6R)-4-[(1S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-6-((2S,3R)-2,3-dimethyl-4-triisopropylsilanyloxy-butyl)-3-methoxymethoxymethyl-cyclohex-2-enyl]-6-isopropenyl-2,2-dimethyl-5-triethylsilanyloxy-[1,3]dioxane

Synonyms:(4S,5S,6R)-4-[(1S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-6-((2S,3R)-2,3-dimethyl-4-triisopropylsilanyloxy-butyl)-3-methoxymethoxymethyl-cyclohex-2-enyl]-6-isopropenyl-2,2-dimethyl-5-triethylsilanyloxy-[1,3]dioxane

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Chemical Property of (4S,5S,6R)-4-[(1S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-6-((2S,3R)-2,3-dimethyl-4-triisopropylsilanyloxy-butyl)-3-methoxymethoxymethyl-cyclohex-2-enyl]-6-isopropenyl-2,2-dimethyl-5-triethylsilanyloxy-[1,3]dioxane

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Technology Process of (4S,5S,6R)-4-[(1S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-6-((2S,3R)-2,3-dimethyl-4-triisopropylsilanyloxy-butyl)-3-methoxymethoxymethyl-cyclohex-2-enyl]-6-isopropenyl-2,2-dimethyl-5-triethylsilanyloxy-[1,3]dioxane

There total 13 articles about (4S,5S,6R)-4-[(1S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-6-((2S,3R)-2,3-dimethyl-4-triisopropylsilanyloxy-butyl)-3-methoxymethoxymethyl-cyclohex-2-enyl]-6-isopropenyl-2,2-dimethyl-5-triethylsilanyloxy-[1,3]dioxane 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%

: 834916-89-1
1-{(4S,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}-ethanone

: 834916-90-4
(4S,5S,6R)-4-[(1S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-6-((2S,3R)-2,3-dimethyl-4-triisopropylsilanyloxy-butyl)-3-methoxymethoxymethyl-cyclohex-2-enyl]-6-isopropenyl-2,2-dimethyl-5-triethylsilanyloxy-[1,3]dioxane

Guidance literature:: In tetrahydrofuran; at 20 ℃;
DOI:10.1002/anie.200461802

Reference yield:

: 994-30-9
triethylsilyl chloride

: 834916-90-4
(4S,5S,6R)-4-[(1S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-6-((2S,3R)-2,3-dimethyl-4-triisopropylsilanyloxy-butyl)-3-methoxymethoxymethyl-cyclohex-2-enyl]-6-isopropenyl-2,2-dimethyl-5-triethylsilanyloxy-[1,3]dioxane

Guidance literature:: Multi-step reaction with 6 steps

1: imidazole / dimethylformamide / 20 °C

2: DIBAL-H / toluene / -78 °C

3: SO₃*py; Et₃N; DMSO / CH₂Cl₂ / 20 °C

4: tetrahydrofuran / 0 °C

5: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 20 °C

6: 95 percent / tetrahydrofuran / 20 °C

With pyridine; 1H-imidazole; pyridine-SO₃ complex; diisobutylaluminium hydride; Dess-Martin periodane; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 5: Dess-Martin oxidation;
DOI:10.1002/anie.200461802

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 834916-90-4
(4S,5S,6R)-4-[(1S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-6-((2S,3R)-2,3-dimethyl-4-triisopropylsilanyloxy-butyl)-3-methoxymethoxymethyl-cyclohex-2-enyl]-6-isopropenyl-2,2-dimethyl-5-triethylsilanyloxy-[1,3]dioxane

Guidance literature:: Multi-step reaction with 9 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

6: SO₃*py; Et₃N; DMSO / CH₂Cl₂ / 20 °C

7: tetrahydrofuran / 0 °C

8: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 20 °C

9: 95 percent / tetrahydrofuran / 20 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; pyridine-SO₃ complex; ammonia; sodium; diisobutylaluminium hydride; Dess-Martin periodane; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 8: Dess-Martin oxidation;
DOI:10.1002/anie.200461802