6-benzyloxymethyl-4-(bromomethyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-3,4-dihydro-2H-pyran

Base Information

Chemical Name:6-benzyloxymethyl-4-(bromomethyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-3,4-dihydro-2H-pyran
CAS No.:819066-85-8
Molecular Formula:C₃₄H₄₅BrO₄Si₂
Molecular Weight:653.804
Hs Code.:

6-benzyloxymethyl-4-(bromomethyl-dimethyl-silanyloxy)-2-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-5-methyl-3,4-dihydro-2<i>H</i>-pyran

Synonyms:6-benzyloxymethyl-4-(bromomethyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-3,4-dihydro-2H-pyran

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Chemical Property of 6-benzyloxymethyl-4-(bromomethyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-3,4-dihydro-2H-pyran

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Technology Process of 6-benzyloxymethyl-4-(bromomethyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-3,4-dihydro-2H-pyran

There total 10 articles about 6-benzyloxymethyl-4-(bromomethyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-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: 86.0%

: 16532-02-8
bromomethyldimethylsilyl chloride

: 819066-84-7
6-benzyloxymethyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-3,4-dihydro-2H-pyran-4-ol

: 819066-85-8
6-benzyloxymethyl-4-(bromomethyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-3,4-dihydro-2H-pyran

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/j.tetlet.2004.10.071

Reference yield:

: 132958-25-9
(3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methyl-tetrahydro-pyran-2-one

: 819066-85-8
6-benzyloxymethyl-4-(bromomethyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-3,4-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / 2,6-lutidine / dimethylformamide / 13 h / 20 °C

2: 97 percent / n-BuLi / tetrahydrofuran / 2 h / -78 °C

3: 51 percent / POCl₃ / pyridine / 48 h / 20 °C

4: n-Bu₄NF / tetrahydrofuran / 1 h / 20 °C

5: imidazole; 4-DMAP / CH₂Cl₂ / 2 h / 20 °C

6: 86 percent / Et₃N; 4-DMAP / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; dmap; n-butyllithium; tetrabutyl ammonium fluoride; triethylamine; trichlorophosphate; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2004.10.071

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 819066-85-8
6-benzyloxymethyl-4-(bromomethyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-3,4-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: imidazole; 4-DMAP / CH₂Cl₂ / 2 h / 20 °C

2: 86 percent / Et₃N; 4-DMAP / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; dmap; triethylamine; In dichloromethane;
DOI:10.1016/j.tetlet.2004.10.071