(-)-(2S,4S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-4-(benzyloxy)-3,4-dihydro-2H-pyran

Base Information

Chemical Name:(-)-(2S,4S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-4-(benzyloxy)-3,4-dihydro-2H-pyran
CAS No.:114861-46-0
Molecular Formula:C₁₉H₃₀O₃Si
Molecular Weight:334.531
Hs Code.:

Synonyms:(-)-(2S,4S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-4-(benzyloxy)-3,4-dihydro-2H-pyran

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Chemical Property of (-)-(2S,4S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-4-(benzyloxy)-3,4-dihydro-2H-pyran

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Technology Process of (-)-(2S,4S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-4-(benzyloxy)-3,4-dihydro-2H-pyran

There total 8 articles about (-)-(2S,4S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-4-(benzyloxy)-3,4-dihydro-2H-pyran 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:

: 114861-45-9
(-)-(2S,4S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-4-(benzoyloxy)-3,4-dihydro-2H-pyran

: 114861-46-0
(-)-(2S,4S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-4-(benzyloxy)-3,4-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 62 percent / sodium methoxide / methanol / 18 h / Ambient temperature

2: 1.) potassium hydride, 2.) tetra-n-butylammonium iodide / 1.) THF, 15 min, 2.) 25 deg C, 12 h

With sodium methylate; tetra-(n-butyl)ammonium iodide; potassium hydride; In methanol;
DOI:10.1021/jo00248a010

Reference yield:

: 114861-44-8,124648-31-3
(-)-(2R,3R,4R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3-hydroxy-4-(benzoyloxy)-3,4-dihydro-2H-pyran

: 114861-46-0
(-)-(2S,4S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-4-(benzyloxy)-3,4-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) sodium hydride / 1.) 4 h, 2.) 12 h

2: 72 percent / AIBN, tri-n-butyltin hydride / toluene / 1.5 h / Heating

3: 62 percent / sodium methoxide / methanol / 18 h / Ambient temperature

4: 1.) potassium hydride, 2.) tetra-n-butylammonium iodide / 1.) THF, 15 min, 2.) 25 deg C, 12 h

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium methylate; tetra-(n-butyl)ammonium iodide; potassium hydride; sodium hydride; In methanol; toluene;
DOI:10.1021/jo00248a010

Reference yield:

: 114861-57-3
Benzoic acid (2R,3S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methylsulfanylthiocarboxyoxy-3,4-dihydro-2H-pyran-4-yl ester

: 114861-46-0
(-)-(2S,4S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-4-(benzyloxy)-3,4-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / AIBN, tri-n-butyltin hydride / toluene / 1.5 h / Heating

2: 62 percent / sodium methoxide / methanol / 18 h / Ambient temperature

3: 1.) potassium hydride, 2.) tetra-n-butylammonium iodide / 1.) THF, 15 min, 2.) 25 deg C, 12 h

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium methylate; tetra-(n-butyl)ammonium iodide; potassium hydride; In methanol; toluene;
DOI:10.1021/jo00248a010