(2R,3R,4R,5R,6R)-3-(benzyloxy)-5-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-2,4-dimethyl-6-([(4-methylphenyl)sulfonyl]oxymethyl)octyl pivalate

Base Information

Chemical Name:(2R,3R,4R,5R,6R)-3-(benzyloxy)-5-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-2,4-dimethyl-6-([(4-methylphenyl)sulfonyl]oxymethyl)octyl pivalate
CAS No.:1322669-23-7
Molecular Formula:C₃₆H₅₈O₇SSi
Molecular Weight:663.004
Hs Code.:

Synonyms:(2R,3R,4R,5R,6R)-3-(benzyloxy)-5-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-2,4-dimethyl-6-([(4-methylphenyl)sulfonyl]oxymethyl)octyl pivalate

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Chemical Property of (2R,3R,4R,5R,6R)-3-(benzyloxy)-5-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-2,4-dimethyl-6-([(4-methylphenyl)sulfonyl]oxymethyl)octyl pivalate

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Technology Process of (2R,3R,4R,5R,6R)-3-(benzyloxy)-5-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-2,4-dimethyl-6-([(4-methylphenyl)sulfonyl]oxymethyl)octyl pivalate

There total 10 articles about (2R,3R,4R,5R,6R)-3-(benzyloxy)-5-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-2,4-dimethyl-6-([(4-methylphenyl)sulfonyl]oxymethyl)octyl pivalate 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: 85.0%

: 1322669-29-3
C₃₀H₄₄O₇S

: 69739-34-0
t-butyldimethylsiyl triflate

: 1322669-23-7
(2R,3R,4R,5R,6R)-3-(benzyloxy)-5-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-2,4-dimethyl-6-([(4-methylphenyl)sulfonyl]oxymethyl)octyl pivalate

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃; for 1h;
DOI:10.1016/j.tetlet.2011.05.151

Reference yield:

: 1322669-21-5
C₁₈H₂₄O₄

: 1322669-23-7
(2R,3R,4R,5R,6R)-3-(benzyloxy)-5-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-2,4-dimethyl-6-([(4-methylphenyl)sulfonyl]oxymethyl)octyl pivalate

Guidance literature:: Multi-step reaction with 6 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C

2: pyridinium p-toluenesulfonate / dichloromethane / 12 h / 0 - 20 °C

3: triethylamine / dichloromethane / 12 h / 0 - 20 °C

4: toluene-4-sulfonic acid / methanol / 10 h / 0 - 20 °C

5: di(n-butyl)tin oxide; triethylamine / dichloromethane / 10 h / 0 - 20 °C

6: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 - 20 °C

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; di(n-butyl)tin oxide; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tetlet.2011.05.151

Reference yield:

: 1322669-27-1
C₂₁H₃₄O₄

: 1322669-23-7
(2R,3R,4R,5R,6R)-3-(benzyloxy)-5-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-2,4-dimethyl-6-([(4-methylphenyl)sulfonyl]oxymethyl)octyl pivalate

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 12 h / 0 - 20 °C

2: toluene-4-sulfonic acid / methanol / 10 h / 0 - 20 °C

3: di(n-butyl)tin oxide; triethylamine / dichloromethane / 10 h / 0 - 20 °C

4: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 - 20 °C

With 2,6-dimethylpyridine; di(n-butyl)tin oxide; toluene-4-sulfonic acid; triethylamine; In methanol; dichloromethane;
DOI:10.1016/j.tetlet.2011.05.151