(2S,3R,6S,7R)-2,7-bis(triisopropylsilyloxymethyl)-3,6-bis(benzyloxymethyloxy)-2,3,6,7-tetrahydrooxepin

Base Information

Chemical Name:(2S*,3R*,6S*,7R*)-2,7-bis(triisopropylsilyloxymethyl)-3,6-bis(benzyloxymethyloxy)-2,3,6,7-tetrahydrooxepin
CAS No.:244055-69-4
Molecular Formula:C₄₂H₇₀O₇Si₂
Molecular Weight:743.185
Hs Code.:

Synonyms:(2S*,3R*,6S*,7R*)-2,7-bis(triisopropylsilyloxymethyl)-3,6-bis(benzyloxymethyloxy)-2,3,6,7-tetrahydrooxepin

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Chemical Property of (2S*,3R*,6S*,7R*)-2,7-bis(triisopropylsilyloxymethyl)-3,6-bis(benzyloxymethyloxy)-2,3,6,7-tetrahydrooxepin

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Technology Process of (2S*,3R*,6S*,7R*)-2,7-bis(triisopropylsilyloxymethyl)-3,6-bis(benzyloxymethyloxy)-2,3,6,7-tetrahydrooxepin

There total 3 articles about (2S*,3R*,6S*,7R*)-2,7-bis(triisopropylsilyloxymethyl)-3,6-bis(benzyloxymethyloxy)-2,3,6,7-tetrahydrooxepin 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:

: 3587-60-8
Benzyloxymethyl chloride

: 244055-65-0
(2S*,3R*,6S*,7R*)-2,7-bis(triisopropylsilyloxymethyl)-2,3,6,7-tetrahydrooxepin-3,6-diol

: 244055-69-4
(2S*,3R*,6S*,7R*)-2,7-bis(triisopropylsilyloxymethyl)-3,6-bis(benzyloxymethyloxy)-2,3,6,7-tetrahydrooxepin

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 40 ℃; for 11h;
DOI:10.1016/S0040-4020(99)00370-1

Reference yield:

: 244055-64-9
(2S*,7R*)-2,7-bis(triisopropylsilyloxymethyl)-2,7-dihydrooxepin-3,6-dione

: 244055-69-4
(2S*,3R*,6S*,7R*)-2,7-bis(triisopropylsilyloxymethyl)-3,6-bis(benzyloxymethyloxy)-2,3,6,7-tetrahydrooxepin

Guidance literature:: Multi-step reaction with 2 steps

1: 48 percent / Et₃SiH; TiCl₄ / CH₂Cl₂ / -78 °C

2: 1.39 g / i-Pr₂NEt / CH₂Cl₂ / 11 h / 40 °C

With triethylsilane; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1: Reduction / 2: Etherification;
DOI:10.1016/S0040-4020(99)00370-1

Reference yield:

: (2S*,7R*)-2,7-bis(triisopropylsilyloxymethyl)oxepan-3,6-dione

: 244055-69-4
(2S*,3R*,6S*,7R*)-2,7-bis(triisopropylsilyloxymethyl)-3,6-bis(benzyloxymethyloxy)-2,3,6,7-tetrahydrooxepin

Guidance literature:: Multi-step reaction with 3 steps

1.1: LDA; TMSCl / tetrahydrofuran / 0.5 h / -78 °C

1.2: 81 percent / N-bromosuccinimide; propylene oxide / tetrahydrofuran / 0.67 h / -78 °C

2.1: 48 percent / Et₃SiH; TiCl₄ / CH₂Cl₂ / -78 °C

3.1: 1.39 g / i-Pr₂NEt / CH₂Cl₂ / 11 h / 40 °C

With triethylsilane; chloro-trimethyl-silane; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; 1.1: Etherification / 1.2: Oxidation / 2.1: Reduction / 3.1: Etherification;
DOI:10.1016/S0040-4020(99)00370-1