(S)-1-[(2S,3R,6S)-6-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-propan-1-ol

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Chemical Name:(S)-1-[(2S,3R,6S)-6-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-propan-1-ol
CAS No.:419549-41-0
Molecular Formula:C₃₈H₅₆O₅Si₂
Molecular Weight:649.031
Hs Code.:

Synonyms:(S)-1-[(2S,3R,6S)-6-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-propan-1-ol

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Chemical Property of (S)-1-[(2S,3R,6S)-6-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-propan-1-ol

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Technology Process of (S)-1-[(2S,3R,6S)-6-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-propan-1-ol

There total 11 articles about (S)-1-[(2S,3R,6S)-6-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-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: 92.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 419549-17-0
(S)-1-[(2S,3R,6S)-6-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-propane-1,3-diol

: 419549-41-0
(S)-1-[(2S,3R,6S)-6-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-propan-1-ol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1021/ol0256264

Reference yield:

: [5-(tert-butyl-diphenyl-silanyloxy)-6-ethynyl-5,6-dihydro-2H-pyran-2-yl]-methanol

: 419549-41-0
(S)-1-[(2S,3R,6S)-6-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-propan-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 87 percent / KOH / 2 h / 90 °C

2.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

2.2: 55 percent / tetrahydrofuran; hexane / 17 h / -78 - 0 °C

3.1: 95 percent / Red-Al(R) / tetrahydrofuran; toluene / 0.58 h / 0 - 20 °C

4.1: m-chloroperbenzoic acid; di-sodium hydrogenphosphate / CH₂Cl₂ / 14 h / 20 °C

5.1: 1.92 g / Red-Al(R) / toluene / 1.5 h / 0 °C

6.1: H₂; sodium hydrogen carbonate / Pd/C / ethanol / 4 h / 20 °C

7.1: 92 percent / imidazole / dimethylformamide

With 1H-imidazole; potassium hydroxide; disodium hydrogenphosphate; n-butyllithium; hydrogen; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol0256264

Reference yield:

: (6-benzyloxymethyl-2-ethynyl-3,6-dihydro-2H-pyran-3-yloxy)-tert-butyl-diphenyl-silane

: 419549-41-0
(S)-1-[(2S,3R,6S)-6-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-propan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

1.2: 55 percent / tetrahydrofuran; hexane / 17 h / -78 - 0 °C

2.1: 95 percent / Red-Al(R) / tetrahydrofuran; toluene / 0.58 h / 0 - 20 °C

3.1: m-chloroperbenzoic acid; di-sodium hydrogenphosphate / CH₂Cl₂ / 14 h / 20 °C

4.1: 1.92 g / Red-Al(R) / toluene / 1.5 h / 0 °C

5.1: H₂; sodium hydrogen carbonate / Pd/C / ethanol / 4 h / 20 °C

6.1: 92 percent / imidazole / dimethylformamide

With 1H-imidazole; disodium hydrogenphosphate; n-butyllithium; hydrogen; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol0256264