Silane, [2-[(2R,6S)-5,6-dihydro-6-[(2R)-2-methyl-3-(phenylmethoxy)propyl]-2H- pyran-2-yl]ethoxy](1,1-dimethylethyl)dimethyl-

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Chemical Name:Silane, [2-[(2R,6S)-5,6-dihydro-6-[(2R)-2-methyl-3-(phenylmethoxy)propyl]-2H- pyran-2-yl]ethoxy](1,1-dimethylethyl)dimethyl-
CAS No.:312695-77-5
Molecular Formula:C24H40O3Si
Molecular Weight:404.665
Hs Code.:
Mol file:312695-77-5.mol

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Chemical Property of Silane, [2-[(2R,6S)-5,6-dihydro-6-[(2R)-2-methyl-3-(phenylmethoxy)propyl]-2H- pyran-2-yl]ethoxy](1,1-dimethylethyl)dimethyl-

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Technology Process of Silane, [2-[(2R,6S)-5,6-dihydro-6-[(2R)-2-methyl-3-(phenylmethoxy)propyl]-2H- pyran-2-yl]ethoxy](1,1-dimethylethyl)dimethyl-

There total 10 articles about Silane, [2-[(2R,6S)-5,6-dihydro-6-[(2R)-2-methyl-3-(phenylmethoxy)propyl]-2H- pyran-2-yl]ethoxy](1,1-dimethylethyl)dimethyl- 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: 75.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 312695-89-9
2-[(2R,6S)-6-((R)-3-Benzyloxy-2-methyl-propyl)-5,6-dihydro-2H-pyran-2-yl]-ethanol

: 312695-77-5
(2R,6S)-(2-{6-[(2R)-3-benzyloxy-2-methyl-propyl]-5,6-dihydro-2H-pyran-2-yl}-ethoxy)-tert-butyl-dimethyl-silane

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 23 ℃;
DOI:10.1021/ja0027416 DOI:10.1021/jo010854h

Reference yield:

: 90865-70-6
[3R]-4-Benzyloxy-3-methylbutanal

: 312695-77-5
(2R,6S)-(2-{6-[(2R)-3-benzyloxy-2-methyl-propyl]-5,6-dihydro-2H-pyran-2-yl}-ethoxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrahydrofuran; hexane / 0.5 h / -100 °C

2.1: 83 percent / PPTS / benzene / 12 h

3.1: Cl₂(PCy₃)2Ru=CHPh / benzene / 12 h

3.2: 4.11 g / Montmorillonite K-10 / CH₂Cl₂ / 0.5 h / 23 °C

4.1: 54 percent / NaBH₄ / methanol / 0.5 h / 0 °C

5.1: 75 percent / imidazole / dimethylformamide / 3 h / 23 °C

With 1H-imidazole; sodium tetrahydroborate; Grubbs catalyst first generation; pyridinium p-toluenesulfonate; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo010854h

Reference yield:

: 63930-49-4
(R)-3-(benzyloxy)-2-methylpropan-1-ol

: 312695-77-5
(2R,6S)-(2-{6-[(2R)-3-benzyloxy-2-methyl-propyl]-5,6-dihydro-2H-pyran-2-yl}-ethoxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1.1: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

2.1: 4.79 g / dimethylsulfoxide / 1 h / 60 °C

3.1: 93 percent / DIBAL / CH₂Cl₂; hexane / 0.5 h / 0 °C

4.1: tetrahydrofuran; hexane / 0.5 h / -100 °C

5.1: 83 percent / PPTS / benzene / 12 h

6.1: Cl₂(PCy₃)2Ru=CHPh / benzene / 12 h

6.2: 4.11 g / Montmorillonite K-10 / CH₂Cl₂ / 0.5 h / 23 °C

7.1: 54 percent / NaBH₄ / methanol / 0.5 h / 0 °C

8.1: 75 percent / imidazole / dimethylformamide / 3 h / 23 °C

With 1H-imidazole; sodium tetrahydroborate; diisobutylaluminium hydride; triethylamine; Grubbs catalyst first generation; pyridinium p-toluenesulfonate; In tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo010854h