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

Base Information

Chemical Name: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
CAS No.:834916-93-7
Molecular Formula:C₃₉H₇₄O₉Si
Molecular Weight:715.097
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 15 articles about 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 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:

: 834916-92-6
2,2-dimethyl-propionic acid 2-{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-yl}-propyl ester

: 834916-93-7
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

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;
DOI:10.1002/anie.200461802

Reference yield:

: 834916-83-5
(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

: 834916-93-7
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

Guidance literature:: Multi-step reaction with 15 steps

1.1: 88 percent / CSA / CH₂Cl₂ / 20 °C

2.1: DIBAL-H / toluene / -30 - 20 °C

2.2: SiO₂ / hexane / 20 °C

2.3: DIBAL-H / toluene / -78 - 0 °C

3.1: 2,6-lutidine / CH₂Cl₂ / 0 °C

4.1: 91 percent / Na; liq. NH₃ / tetrahydrofuran / -78 °C

5.1: pyridine / 20 °C

6.1: imidazole / dimethylformamide / 20 °C

7.1: DIBAL-H / toluene / -78 °C

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

9.1: tetrahydrofuran / 0 °C

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

11.1: 95 percent / tetrahydrofuran / 20 °C

12.1: tetrahydrofuran / 20 °C

13.1: aq. H₂O₂; NaOH / 0 - 20 °C

14.1: DMAP; pyridine / 20 °C

15.1: TBAF / tetrahydrofuran / 20 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; dmap; sodium hydroxide; pyridine-SO₃ complex; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; ammonia; dihydrogen peroxide; sodium; diisobutylaluminium hydride; Dess-Martin periodane; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 10.1: Dess-Martin oxidation;
DOI:10.1002/anie.200461802

Reference yield:

: 834916-84-6
(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

: 834916-93-7
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

Guidance literature:: Multi-step reaction with 14 steps

1.1: DIBAL-H / toluene / -30 - 20 °C

1.2: SiO₂ / hexane / 20 °C

1.3: DIBAL-H / toluene / -78 - 0 °C

2.1: 2,6-lutidine / CH₂Cl₂ / 0 °C

3.1: 91 percent / Na; liq. NH₃ / tetrahydrofuran / -78 °C

4.1: pyridine / 20 °C

5.1: imidazole / dimethylformamide / 20 °C

6.1: DIBAL-H / toluene / -78 °C

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

8.1: tetrahydrofuran / 0 °C

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

10.1: 95 percent / tetrahydrofuran / 20 °C

11.1: tetrahydrofuran / 20 °C

12.1: aq. H₂O₂; NaOH / 0 - 20 °C

13.1: DMAP; pyridine / 20 °C

14.1: TBAF / tetrahydrofuran / 20 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; dmap; sodium hydroxide; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; ammonia; dihydrogen peroxide; sodium; diisobutylaluminium hydride; Dess-Martin periodane; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 9.1: Dess-Martin oxidation;
DOI:10.1002/anie.200461802