(E)-3-[(2S,3R,6S)-6-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-3,6-dihydro-2H-pyran-2-yl]-prop-2-en-1-ol

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Chemical Name:(E)-3-[(2S,3R,6S)-6-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-3,6-dihydro-2H-pyran-2-yl]-prop-2-en-1-ol
CAS No.:419549-14-7
Molecular Formula:C₃₂H₃₈O₄Si
Molecular Weight:514.737
Hs Code.:

Synonyms:(E)-3-[(2S,3R,6S)-6-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-3,6-dihydro-2H-pyran-2-yl]-prop-2-en-1-ol

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Chemical Property of (E)-3-[(2S,3R,6S)-6-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-3,6-dihydro-2H-pyran-2-yl]-prop-2-en-1-ol

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Technology Process of (E)-3-[(2S,3R,6S)-6-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-3,6-dihydro-2H-pyran-2-yl]-prop-2-en-1-ol

There total 5 articles about (E)-3-[(2S,3R,6S)-6-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-3,6-dihydro-2H-pyran-2-yl]-prop-2-en-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: 95.0%

: 419549-13-6
3-[6-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-3,6-dihydro-2H-pyran-2-yl]-prop-2-yn-1-ol

: 419549-14-7
(E)-3-[(2S,3R,6S)-6-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-3,6-dihydro-2H-pyran-2-yl]-prop-2-en-1-ol

Guidance literature:: With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene; at 0 - 20 ℃; for 0.583333h;
DOI:10.1021/ol0256264

Reference yield:

: 152388-66-4
((2S,5R,6R)-5-hydroxy-6-((trimethylsilyl)ethynyl)-5,6-dihydro-2H-pyran-2-yl)methyl ethanoate

: 419549-14-7
(E)-3-[(2S,3R,6S)-6-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-3,6-dihydro-2H-pyran-2-yl]-prop-2-en-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 100 percent / imidazole / dimethylformamide

2.1: Co₂(CO)8 / CH₂Cl₂ / 20 °C

2.2: BF₃*Et₂O / CH₂Cl₂ / 0 - 20 °C

2.3: 92 percent / I₂ / tetrahydrofuran

3.1: 99 percent / K₂CO₃ / methanol / 2 h / 20 °C

4.1: 87 percent / KOH / 2 h / 90 °C

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

5.2: 55 percent / tetrahydrofuran; hexane / 17 h / -78 - 0 °C

6.1: 95 percent / Red-Al(R) / tetrahydrofuran; toluene / 0.58 h / 0 - 20 °C

With 1H-imidazole; potassium hydroxide; n-butyllithium; dicobalt octacarbonyl; potassium carbonate; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol0256264

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 419549-14-7
(E)-3-[(2S,3R,6S)-6-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-3,6-dihydro-2H-pyran-2-yl]-prop-2-en-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 100 percent / imidazole / dimethylformamide

2.1: Co₂(CO)8 / CH₂Cl₂ / 20 °C

2.2: BF₃*Et₂O / CH₂Cl₂ / 0 - 20 °C

2.3: 92 percent / I₂ / tetrahydrofuran

3.1: 99 percent / K₂CO₃ / methanol / 2 h / 20 °C

4.1: 87 percent / KOH / 2 h / 90 °C

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

5.2: 55 percent / tetrahydrofuran; hexane / 17 h / -78 - 0 °C

6.1: 95 percent / Red-Al(R) / tetrahydrofuran; toluene / 0.58 h / 0 - 20 °C

With 1H-imidazole; potassium hydroxide; n-butyllithium; dicobalt octacarbonyl; potassium carbonate; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol0256264