tert-Butyl-dimethyl-[4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanylmethyl)-benzyloxy]-silane

Base Information

Chemical Name:tert-Butyl-dimethyl-[4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanylmethyl)-benzyloxy]-silane
CAS No.:329717-44-4
Molecular Formula:C₄₈H₅₈O₆SSi
Molecular Weight:791.136
Hs Code.:

Synonyms:tert-Butyl-dimethyl-[4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanylmethyl)-benzyloxy]-silane

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Chemical Property of tert-Butyl-dimethyl-[4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanylmethyl)-benzyloxy]-silane

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Technology Process of tert-Butyl-dimethyl-[4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanylmethyl)-benzyloxy]-silane

There total 5 articles about tert-Butyl-dimethyl-[4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanylmethyl)-benzyloxy]-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:

: 100-39-0
benzyl bromide

: (2S,3R,4S,5S,6R)-2-[4-(tert-Butyl-dimethyl-silanyloxymethyl)-benzylsulfanyl]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

: 329717-44-4
tert-Butyl-dimethyl-[4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanylmethyl)-benzyloxy]-silane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 8h;
DOI:10.1039/b008489l

Reference yield:

: 623-24-5
1,4-bis(bromomethyl)benzene

: 329717-44-4
tert-Butyl-dimethyl-[4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanylmethyl)-benzyloxy]-silane

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / NaH / tetrahydrofuran; various solvent(s) / 2 h / 20 °C

2: 60 percent / silver triflate; 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 3 h / 20 °C

3: sodium methoxide; methanol / 1 h / 20 °C

4: 402 mg / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran; dimethylformamide; various solvent(s) / 8 h / 20 °C

With methanol; 2,6-di-tert-butyl-4-methylpyridine; sodium methylate; silver trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b008489l

Reference yield:

: 19879-84-6
tetraacetyl thioglucose

: 329717-44-4
tert-Butyl-dimethyl-[4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanylmethyl)-benzyloxy]-silane

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / NaH / tetrahydrofuran; various solvent(s) / 2 h / 20 °C

2: 60 percent / silver triflate; 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 3 h / 20 °C

3: sodium methoxide; methanol / 1 h / 20 °C

4: 402 mg / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran; dimethylformamide; various solvent(s) / 8 h / 20 °C

With methanol; 2,6-di-tert-butyl-4-methylpyridine; sodium methylate; silver trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b008489l