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

Base Information

Chemical Name:6-benzyloxymethyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-3,4-dihydro-2H-pyran-4-ol
CAS No.:819066-84-7
Molecular Formula:C₃₁H₃₈O₄Si
Molecular Weight:502.726
Hs Code.:

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

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

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

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

There total 8 articles about 6-benzyloxymethyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-3,4-dihydro-2H-pyran-4-ol 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:

: 58479-61-1
tert-butylchlorodiphenylsilane

: (2R,4R)-6-Benzyloxymethyl-2-hydroxymethyl-5-methyl-3,4-dihydro-2H-pyran-4-ol

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

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; for 2h;
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

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

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: (S)-4-Benzyl-3-((2S,3R,5S)-3,5,6-trihydroxy-2-methyl-hexanoyl)-oxazolidin-2-one

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

Guidance literature:: Multi-step reaction with 8 steps

1: imidazole; 4-DMAP / CH₂Cl₂ / 1.5 h / 0 °C

2: LiOH*H₂O; aq. H₂O₂ / tetrahydrofuran / 1.5 h / 0 °C

3: EDC; HOBT; Et₃N / CH₂Cl₂ / 1.5 h / 20 °C

4: 97 percent / 2,6-lutidine / dimethylformamide / 13 h / 20 °C

5: 97 percent / n-BuLi / tetrahydrofuran / 2 h / -78 °C

6: 51 percent / POCl₃ / pyridine / 48 h / 20 °C

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

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

With 1H-imidazole; 2,6-dimethylpyridine; dmap; lithium hydroxide; n-butyllithium; tetrabutyl ammonium fluoride; dihydrogen peroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trichlorophosphate; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2004.10.071