(R,E)-5-((2R,4R)-4-methoxy-6-(phenylthio)-tetrahydro-2H-pyran-2-yl)-2,2,7,10,10,11,11-heptamethyl-3,3-diphenyl-4,9-dioxa-3,10-disiladodec-6-ene

Base Information

Chemical Name:(R,E)-5-((2R,4R)-4-methoxy-6-(phenylthio)-tetrahydro-2H-pyran-2-yl)-2,2,7,10,10,11,11-heptamethyl-3,3-diphenyl-4,9-dioxa-3,10-disiladodec-6-ene
CAS No.:920034-36-2
Molecular Formula:C₃₉H₅₆O₄SSi₂
Molecular Weight:677.108
Hs Code.:

Synonyms:(R,E)-5-((2R,4R)-4-methoxy-6-(phenylthio)-tetrahydro-2H-pyran-2-yl)-2,2,7,10,10,11,11-heptamethyl-3,3-diphenyl-4,9-dioxa-3,10-disiladodec-6-ene

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Chemical Property of (R,E)-5-((2R,4R)-4-methoxy-6-(phenylthio)-tetrahydro-2H-pyran-2-yl)-2,2,7,10,10,11,11-heptamethyl-3,3-diphenyl-4,9-dioxa-3,10-disiladodec-6-ene

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Technology Process of (R,E)-5-((2R,4R)-4-methoxy-6-(phenylthio)-tetrahydro-2H-pyran-2-yl)-2,2,7,10,10,11,11-heptamethyl-3,3-diphenyl-4,9-dioxa-3,10-disiladodec-6-ene

There total 17 articles about (R,E)-5-((2R,4R)-4-methoxy-6-(phenylthio)-tetrahydro-2H-pyran-2-yl)-2,2,7,10,10,11,11-heptamethyl-3,3-diphenyl-4,9-dioxa-3,10-disiladodec-6-ene 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: 99.0%

: 920018-78-6
(R,E)-4-(tert-butyldiphenylsilanyloxy)-4-((2R,4R,6S)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)-2-methylbut-2-en-1-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 920034-36-2
(R,E)-5-((2R,4R)-4-methoxy-6-(phenylthio)-tetrahydro-2H-pyran-2-yl)-2,2,7,10,10,11,11-heptamethyl-3,3-diphenyl-4,9-dioxa-3,10-disiladodec-6-ene

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 12h;
DOI:10.1021/ol062531j

Reference yield:

: 920018-61-7
(R,E)-methyl 4-(tert-butyldiphenylsilanyloxy)-4-((2R,4R,6S)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)-2-methylbut-2-enoate

: 920034-36-2
(R,E)-5-((2R,4R)-4-methoxy-6-(phenylthio)-tetrahydro-2H-pyran-2-yl)-2,2,7,10,10,11,11-heptamethyl-3,3-diphenyl-4,9-dioxa-3,10-disiladodec-6-ene

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C

2: 99 percent / N,N-diisopropylethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 12 h

With dmap; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene;
DOI:10.1021/ol062531j

Reference yield:

: 920018-58-2
(R)-1-((2R,4R,6R)-4,6-dimethoxytetrahydro-2H-pyran-2-yl)ethane-1,2-diol

: 920034-36-2
(R,E)-5-((2R,4R)-4-methoxy-6-(phenylthio)-tetrahydro-2H-pyran-2-yl)-2,2,7,10,10,11,11-heptamethyl-3,3-diphenyl-4,9-dioxa-3,10-disiladodec-6-ene

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 12 h

2.1: 2,6-dimethylpyridine / dichloromethane / 5.5 h / 0 - 20 °C

3.1: pyridinium p-toluenesulfonate / methanol / 3 h / Reflux

4.1: zinc(II) iodide / 1,2-dichloro-ethane / 5 h / 0 - 20 °C

5.1: oxalyl dichloride / dimethyl sulfoxide; dichloromethane / 0.25 h / -78 °C

5.2: 1.5 h / -10 - 20 °C

6.1: toluene / 12 h / 100 °C / Inert atmosphere

7.1: diisobutylaluminium hydride / toluene / 1 h / -78 °C

8.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; dmap; oxalyl dichloride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; zinc(II) iodide; In methanol; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; 5.2: |Swern Oxidation;
DOI:10.1039/c2ob25766a