(S)-2-Methyl-butyric acid (1S,3R,4aS,7S,8S,8aS)-8-(2-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-3-hydroxy-7-methyl-decahydro-naphthalen-1-yl ester

Base Information

Chemical Name:(S)-2-Methyl-butyric acid (1S,3R,4aS,7S,8S,8aS)-8-(2-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-3-hydroxy-7-methyl-decahydro-naphthalen-1-yl ester
CAS No.:135716-16-4
Molecular Formula:C₄₂H₆₄O₆Si
Molecular Weight:693.052
Hs Code.:

(S)-2-Methyl-butyric acid (1S,3R,4aS,7S,8S,8aS)-8-(2-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-3-hydroxy-7-methyl-decahydro-naphthalen-1-yl ester

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Chemical Property of (S)-2-Methyl-butyric acid (1S,3R,4aS,7S,8S,8aS)-8-(2-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-3-hydroxy-7-methyl-decahydro-naphthalen-1-yl ester

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Technology Process of (S)-2-Methyl-butyric acid (1S,3R,4aS,7S,8S,8aS)-8-(2-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-3-hydroxy-7-methyl-decahydro-naphthalen-1-yl ester

There total 6 articles about (S)-2-Methyl-butyric acid (1S,3R,4aS,7S,8S,8aS)-8-(2-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-3-hydroxy-7-methyl-decahydro-naphthalen-1-yl 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:

: 81093-37-0,81131-74-0,250737-12-3
pravastatin

: 135716-16-4
(S)-2-Methyl-butyric acid (1S,3R,4aS,7S,8S,8aS)-8-(2-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-3-hydroxy-7-methyl-decahydro-naphthalen-1-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: CF₃CO₂H

2: DMAP, imidazole / tetrahydrofuran

3: H₂ / 10percent Pt-C / ethyl acetate

4: 86 percent / 48percent aq. HF / acetonitrile

5: 1) DiBAL, 2) NaBH₄ / 1) PhMe-THF, -78 deg C, 2) MeOH-THF

6: imidazole / dimethylformamide

7: p-TsOH

With 1H-imidazole; dmap; sodium tetrahydroborate; hydrogen fluoride; hydrogen; diisobutylaluminium hydride; toluene-4-sulfonic acid; trifluoroacetic acid; platinum on activated charcoal; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0040-4039(91)80587-V

Reference yield:

: 85956-22-5
pravastatin lactone

: 135716-16-4
(S)-2-Methyl-butyric acid (1S,3R,4aS,7S,8S,8aS)-8-(2-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-3-hydroxy-7-methyl-decahydro-naphthalen-1-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: DMAP, imidazole / tetrahydrofuran

2: H₂ / 10percent Pt-C / ethyl acetate

3: 86 percent / 48percent aq. HF / acetonitrile

4: 1) DiBAL, 2) NaBH₄ / 1) PhMe-THF, -78 deg C, 2) MeOH-THF

5: imidazole / dimethylformamide

6: p-TsOH

With 1H-imidazole; dmap; sodium tetrahydroborate; hydrogen fluoride; hydrogen; diisobutylaluminium hydride; toluene-4-sulfonic acid; platinum on activated charcoal; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0040-4039(91)80587-V

Reference yield:

: 133805-99-9
(S)-2-Methyl-butyric acid (1S,3S,7S,8S,8aR)-3-(tert-butyl-dimethyl-silanyloxy)-8-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester

: 135716-16-4
(S)-2-Methyl-butyric acid (1S,3R,4aS,7S,8S,8aS)-8-(2-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-3-hydroxy-7-methyl-decahydro-naphthalen-1-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / 10percent Pt-C / ethyl acetate

2: 86 percent / 48percent aq. HF / acetonitrile

3: 1) DiBAL, 2) NaBH₄ / 1) PhMe-THF, -78 deg C, 2) MeOH-THF

4: imidazole / dimethylformamide

5: p-TsOH

With 1H-imidazole; sodium tetrahydroborate; hydrogen fluoride; hydrogen; diisobutylaluminium hydride; toluene-4-sulfonic acid; platinum on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0040-4039(91)80587-V