(R)-2-{(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}-propan-1-ol

Base Information

Chemical Name:(R)-2-{(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}-propan-1-ol
CAS No.:834916-91-5
Molecular Formula:C₄₆H₉₄O₈Si₃
Molecular Weight:859.504
Hs Code.:

(R)-2-{(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}-propan-1-ol

Synonyms:(R)-2-{(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}-propan-1-ol

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Chemical Property of (R)-2-{(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}-propan-1-ol

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Technology Process of (R)-2-{(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}-propan-1-ol

There total 15 articles about (R)-2-{(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}-propan-1-ol 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:

: 4-[2-(9-bora-bicyclo[3.3.1]non-9-yl)-1-methyl-ethyl]-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]dioxane

: 834916-91-5
(R)-2-{(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}-propan-1-ol

Guidance literature:: With sodium hydroxide; dihydrogen peroxide; at 0 - 20 ℃;
DOI:10.1002/anie.200461802

Reference yield:

: 994-30-9
triethylsilyl chloride

: 834916-91-5
(R)-2-{(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}-propan-1-ol

Guidance literature:: Multi-step reaction with 8 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

7: tetrahydrofuran / 20 °C

8: aq. H₂O₂; NaOH / 0 - 20 °C

With pyridine; 1H-imidazole; sodium hydroxide; pyridine-SO₃ complex; dihydrogen peroxide; 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

: 834916-91-5
(R)-2-{(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}-propan-1-ol

Guidance literature:: Multi-step reaction with 11 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

10: tetrahydrofuran / 20 °C

11: aq. H₂O₂; NaOH / 0 - 20 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; sodium hydroxide; pyridine-SO₃ complex; ammonia; dihydrogen peroxide; 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