tert-butyldimethyl((2R,3S,4S)-1,3,4-tris(benzyloxy)hex-5-yn-2-yloxy)silane

Base Information

Chemical Name:tert-butyldimethyl((2R,3S,4S)-1,3,4-tris(benzyloxy)hex-5-yn-2-yloxy)silane
CAS No.:1319725-94-4
Molecular Formula:C₃₃H₄₂O₄Si
Molecular Weight:530.78
Hs Code.:

Synonyms:tert-butyldimethyl((2R,3S,4S)-1,3,4-tris(benzyloxy)hex-5-yn-2-yloxy)silane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of tert-butyldimethyl((2R,3S,4S)-1,3,4-tris(benzyloxy)hex-5-yn-2-yloxy)silane

Chemical Property:

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Technology Process of tert-butyldimethyl((2R,3S,4S)-1,3,4-tris(benzyloxy)hex-5-yn-2-yloxy)silane

There total 8 articles about tert-butyldimethyl((2R,3S,4S)-1,3,4-tris(benzyloxy)hex-5-yn-2-yloxy)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:

: (3S,4S,5R)-4,6-bis(benzyloxy)-5-(tert-butyldimethylsilyloxy)-hex-1-yn-3-ol

: 100-39-0
benzyl bromide

: 1319725-94-4
tert-butyldimethyl((2R,3S,4S)-1,3,4-tris(benzyloxy)hex-5-yn-2-yloxy)silane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃;
DOI:10.1039/c4ob00486h

Reference yield:

: ((2R,3S)-3-((1S,2R)-1,3-bis(benzyloxy)-2-(tert-butyldimethylsilyloxy)propyl)oxiran-2-yl)methanol

: 1319725-94-4
tert-butyldimethyl((2R,3S,4S)-1,3,4-tris(benzyloxy)hex-5-yn-2-yloxy)silane

Guidance literature:: Multi-step reaction with 3 steps

1: triphenylphosphine; sodium hydrogencarbonate / tetrachloromethane / Reflux; Inert atmosphere

2: n-butyllithium / tetrahydrofuran / 2.5 h / -60 - -35 °C

3: sodium hydride; tetra-(n-butyl)ammonium iodide / tetrahydrofuran; mineral oil / 0 - 20 °C

With n-butyllithium; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; triphenylphosphine; In tetrahydrofuran; tetrachloromethane; mineral oil;
DOI:10.1039/c4ob00486h

Reference yield:

: ((1S,2R)-1,3-bis(benzyloxy)-1-((2R,3S)-3-(chloromethyl)oxiran-2-yl)propan-2-yloxy) (tert-butyl)dimethylsilane

: 1319725-94-4
tert-butyldimethyl((2R,3S,4S)-1,3,4-tris(benzyloxy)hex-5-yn-2-yloxy)silane

Guidance literature:: Multi-step reaction with 2 steps

1: n-butyllithium / tetrahydrofuran / 2.5 h / -60 - -35 °C

2: sodium hydride; tetra-(n-butyl)ammonium iodide / tetrahydrofuran; mineral oil / 0 - 20 °C

With n-butyllithium; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; mineral oil;
DOI:10.1039/c4ob00486h