{3-[6-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-3,6-dihydro-2H-pyran-2-yl]-oxiranyl}-methanol

Base Information

Chemical Name:{3-[6-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-3,6-dihydro-2H-pyran-2-yl]-oxiranyl}-methanol
CAS No.:419549-15-8
Molecular Formula:C₃₂H₃₈O₅Si
Molecular Weight:530.736
Hs Code.:

{3-[6-benzyloxymethyl-3-(<i>tert</i>-butyl-diphenyl-silanyloxy)-3,6-dihydro-2<i>H</i>-pyran-2-yl]-oxiranyl}-methanol

Synonyms:{3-[6-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-3,6-dihydro-2H-pyran-2-yl]-oxiranyl}-methanol

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Chemical Property of {3-[6-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-3,6-dihydro-2H-pyran-2-yl]-oxiranyl}-methanol

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Technology Process of {3-[6-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-3,6-dihydro-2H-pyran-2-yl]-oxiranyl}-methanol

There total 6 articles about {3-[6-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-3,6-dihydro-2H-pyran-2-yl]-oxiranyl}-methanol 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:

: 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

: 419549-15-8
{3-[6-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-3,6-dihydro-2H-pyran-2-yl]-oxiranyl}-methanol

Guidance literature:: With disodium hydrogenphosphate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 14h;
DOI:10.1021/ol0256264

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 419549-15-8
{3-[6-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-3,6-dihydro-2H-pyran-2-yl]-oxiranyl}-methanol

Guidance literature:: Multi-step reaction with 7 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

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

With 1H-imidazole; potassium hydroxide; disodium hydrogenphosphate; n-butyllithium; dicobalt octacarbonyl; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol0256264

Reference yield:

: 152388-76-6
Acetic acid (2S,5R,6S)-5-(tert-butyl-diphenyl-silanyloxy)-6-trimethylsilanylethynyl-5,6-dihydro-2H-pyran-2-ylmethyl ester

: 419549-15-8
{3-[6-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-3,6-dihydro-2H-pyran-2-yl]-oxiranyl}-methanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 99 percent / K₂CO₃ / methanol / 2 h / 20 °C

2.1: 87 percent / KOH / 2 h / 90 °C

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

3.2: 55 percent / tetrahydrofuran; hexane / 17 h / -78 - 0 °C

4.1: 95 percent / Red-Al(R) / tetrahydrofuran; toluene / 0.58 h / 0 - 20 °C

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

With potassium hydroxide; disodium hydrogenphosphate; n-butyllithium; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene;
DOI:10.1021/ol0256264