{(2S,3R)-2-[3-Benzyloxymethyl-2-(toluene-4-sulfonyl)-oxiranylmethyl]-tetrahydro-pyran-3-yloxy}-tert-butyl-dimethyl-silane

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Chemical Name:{(2S,3R)-2-[3-Benzyloxymethyl-2-(toluene-4-sulfonyl)-oxiranylmethyl]-tetrahydro-pyran-3-yloxy}-tert-butyl-dimethyl-silane
CAS No.:693239-38-2
Molecular Formula:C₂₉H₄₂O₆SSi
Molecular Weight:546.8
Hs Code.:

Synonyms:{(2S,3R)-2-[3-Benzyloxymethyl-2-(toluene-4-sulfonyl)-oxiranylmethyl]-tetrahydro-pyran-3-yloxy}-tert-butyl-dimethyl-silane

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Chemical Property of {(2S,3R)-2-[3-Benzyloxymethyl-2-(toluene-4-sulfonyl)-oxiranylmethyl]-tetrahydro-pyran-3-yloxy}-tert-butyl-dimethyl-silane

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Technology Process of {(2S,3R)-2-[3-Benzyloxymethyl-2-(toluene-4-sulfonyl)-oxiranylmethyl]-tetrahydro-pyran-3-yloxy}-tert-butyl-dimethyl-silane

There total 5 articles about {(2S,3R)-2-[3-Benzyloxymethyl-2-(toluene-4-sulfonyl)-oxiranylmethyl]-tetrahydro-pyran-3-yloxy}-tert-butyl-dimethyl-silane 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:

: 262853-09-8
Trifluoro-methanesulfonic acid (2S,3R)-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethyl ester

: 2-benzyloxymethyl-3-(toluene-4-sulfonyl)-oxirane

: 693239-38-2
{(2S,3R)-2-[3-Benzyloxymethyl-2-(toluene-4-sulfonyl)-oxiranylmethyl]-tetrahydro-pyran-3-yloxy}-tert-butyl-dimethyl-silane

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; hexane; at -100 ℃; for 1h;
DOI:10.1021/ol049569l

Reference yield:

: 121422-51-3
(2S,3R)-3-hydroxy-2-vinyloxane

: 693239-38-2
{(2S,3R)-2-[3-Benzyloxymethyl-2-(toluene-4-sulfonyl)-oxiranylmethyl]-tetrahydro-pyran-3-yloxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: imidazole; 4-dimethylaminopyridine / dimethylformamide / 20 °C

2.1: OsO₄; 4-methylmorpholine N-oxide / tetrahydrofuran; H₂O / 20 °C

2.2: NaIO₄

2.3: NaBH₄ / methanol / 0 °C

3.1: 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

4.1: 15.01 g / HMPA; n-BuLi / tetrahydrofuran; hexane / 1 h / -100 °C

With 1H-imidazole; 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; osmium(VIII) oxide; n-butyllithium; 4-methylmorpholine N-oxide; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol049569l

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 693239-38-2
{(2S,3R)-2-[3-Benzyloxymethyl-2-(toluene-4-sulfonyl)-oxiranylmethyl]-tetrahydro-pyran-3-yloxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: imidazole; 4-dimethylaminopyridine / dimethylformamide / 20 °C

2.1: OsO₄; 4-methylmorpholine N-oxide / tetrahydrofuran; H₂O / 20 °C

2.2: NaIO₄

2.3: NaBH₄ / methanol / 0 °C

3.1: 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

4.1: 15.01 g / HMPA; n-BuLi / tetrahydrofuran; hexane / 1 h / -100 °C

With 1H-imidazole; 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; osmium(VIII) oxide; n-butyllithium; 4-methylmorpholine N-oxide; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol049569l