(2R,3S,4aR,6S,7S,9aS)-3-benzyloxy-2-benzyloxymethyl-6-(tert-butyldiphenylsilyloxymethyl)hexahydro-1,5-dioxabenzocycloheptane-7-spiro-2'-oxirane

Base Information

Chemical Name:(2R,3S,4aR,6S,7S,9aS)-3-benzyloxy-2-benzyloxymethyl-6-(tert-butyldiphenylsilyloxymethyl)hexahydro-1,5-dioxabenzocycloheptane-7-spiro-2'-oxirane
CAS No.:632354-50-8
Molecular Formula:C₄₂H₅₀O₆Si
Molecular Weight:678.941
Hs Code.:

(2R,3S,4aR,6S,7S,9aS)-3-benzyloxy-2-benzyloxymethyl-6-(tert-butyldiphenylsilyloxymethyl)hexahydro-1,5-dioxabenzocycloheptane-7-spiro-2'-oxirane

Synonyms:(2R,3S,4aR,6S,7S,9aS)-3-benzyloxy-2-benzyloxymethyl-6-(tert-butyldiphenylsilyloxymethyl)hexahydro-1,5-dioxabenzocycloheptane-7-spiro-2'-oxirane

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Chemical Property of (2R,3S,4aR,6S,7S,9aS)-3-benzyloxy-2-benzyloxymethyl-6-(tert-butyldiphenylsilyloxymethyl)hexahydro-1,5-dioxabenzocycloheptane-7-spiro-2'-oxirane

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Technology Process of (2R,3S,4aR,6S,7S,9aS)-3-benzyloxy-2-benzyloxymethyl-6-(tert-butyldiphenylsilyloxymethyl)hexahydro-1,5-dioxabenzocycloheptane-7-spiro-2'-oxirane

There total 2 articles about (2R,3S,4aR,6S,7S,9aS)-3-benzyloxy-2-benzyloxymethyl-6-(tert-butyldiphenylsilyloxymethyl)hexahydro-1,5-dioxabenzocycloheptane-7-spiro-2'-oxirane 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: 65.0%

: 632354-49-5
(2R,3S,4aR,6R,9aS)-3-benzyloxy-2-benzyloxymethyl-6-(tert-butyldiphenylsilyloxymethyl)-7-methylenehexahydro-1,5-dioxabenzocycloheptane

: 632354-50-8
(2R,3S,4aR,6S,7S,9aS)-3-benzyloxy-2-benzyloxymethyl-6-(tert-butyldiphenylsilyloxymethyl)hexahydro-1,5-dioxabenzocycloheptane-7-spiro-2'-oxirane

Guidance literature:: With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In toluene; at 20 ℃; for 3h;
DOI:10.1021/jo035145d

Reference yield:

: 632354-44-0
(2R,3S,4aR,6S,9aS)-3-benzyloxy-2-benzyloxymethyl-6-(tert-butyldiphenylsilyloxymethyl)hexahydro-1,5-dioxabenzocycloheptan-7-one

: 632354-50-8
(2R,3S,4aR,6S,7S,9aS)-3-benzyloxy-2-benzyloxymethyl-6-(tert-butyldiphenylsilyloxymethyl)hexahydro-1,5-dioxabenzocycloheptane-7-spiro-2'-oxirane

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

2: 65 percent / m-CPBA; NaHCO₃ / toluene / 3 h / 20 °C

With potassium hexamethylsilazane; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; toluene;
DOI:10.1021/jo035145d