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

Base Information

Chemical Name:(-)-(2S,4S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-4-(benzoyloxy)-3,4-dihydro-2H-pyran
CAS No.:114861-45-9
Molecular Formula:C₁₉H₂₈O₄Si
Molecular Weight:348.514
Hs Code.:

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

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

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

There total 5 articles about (-)-(2S,4S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-4-(benzoyloxy)-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: 72.0%

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

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

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 1.5h; Heating;
DOI:10.1021/jo00248a010

Reference yield:

: 58871-09-3
6-O-tert-butyldimethylsilyl-D-glucal

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

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / pyridine, 4-(dimethylamino)pyridine / 12 h / -35 - 25 °C

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

3: 72 percent / AIBN, tri-n-butyltin hydride / toluene / 1.5 h / Heating

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; In toluene;
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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; In toluene;
DOI:10.1021/jo00248a010