trifluoromethanesulfonic acid (2R,3S,4aR,6S,7R,9aS)-3-benzyloxy-2-(benzyloxymethyl)-7-methyl-7-(trimethylsilyloxy)-octahydro-1,5-dioxabenzocyclohepten-6-ylmethyl ester

Base Information

Chemical Name:trifluoromethanesulfonic acid (2R,3S,4aR,6S,7R,9aS)-3-benzyloxy-2-(benzyloxymethyl)-7-methyl-7-(trimethylsilyloxy)-octahydro-1,5-dioxabenzocyclohepten-6-ylmethyl ester
CAS No.:632354-53-1
Molecular Formula:C₃₀H₄₁F₃O₈SSi
Molecular Weight:646.797
Hs Code.:

trifluoromethanesulfonic acid (2R,3S,4aR,6S,7R,9aS)-3-benzyloxy-2-(benzyloxymethyl)-7-methyl-7-(trimethylsilyloxy)-octahydro-1,5-dioxabenzocyclohepten-6-ylmethyl ester

Synonyms:trifluoromethanesulfonic acid (2R,3S,4aR,6S,7R,9aS)-3-benzyloxy-2-(benzyloxymethyl)-7-methyl-7-(trimethylsilyloxy)-octahydro-1,5-dioxabenzocyclohepten-6-ylmethyl ester

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Chemical Property of trifluoromethanesulfonic acid (2R,3S,4aR,6S,7R,9aS)-3-benzyloxy-2-(benzyloxymethyl)-7-methyl-7-(trimethylsilyloxy)-octahydro-1,5-dioxabenzocyclohepten-6-ylmethyl ester

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Technology Process of trifluoromethanesulfonic acid (2R,3S,4aR,6S,7R,9aS)-3-benzyloxy-2-(benzyloxymethyl)-7-methyl-7-(trimethylsilyloxy)-octahydro-1,5-dioxabenzocyclohepten-6-ylmethyl ester

There total 6 articles about trifluoromethanesulfonic acid (2R,3S,4aR,6S,7R,9aS)-3-benzyloxy-2-(benzyloxymethyl)-7-methyl-7-(trimethylsilyloxy)-octahydro-1,5-dioxabenzocyclohepten-6-ylmethyl ester 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:

: 632354-52-0
(2R,3S,4aR,6S,7R,9aS)-3-benzyloxy-2-benzyloxymethyl-6-hydroxymethyl-7-methyloctahydro-1,5-dioxabenzocyclohepten-7-ol

: 632354-53-1
trifluoromethanesulfonic acid (2R,3S,4aR,6S,7R,9aS)-3-benzyloxy-2-(benzyloxymethyl)-7-methyl-7-(trimethylsilyloxy)-octahydro-1,5-dioxabenzocyclohepten-6-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

2: 1.32 g / 2,6-lutidine / CH₂Cl₂ / 0.75 h

With 2,6-dimethylpyridine; In dichloromethane;
DOI:10.1021/jo035145d

Reference yield:

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

: 632354-53-1
trifluoromethanesulfonic acid (2R,3S,4aR,6S,7R,9aS)-3-benzyloxy-2-(benzyloxymethyl)-7-methyl-7-(trimethylsilyloxy)-octahydro-1,5-dioxabenzocyclohepten-6-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / m-CPBA; NaHCO₃ / toluene / 3 h / 20 °C

2: 96 percent / LiBEt₃ / tetrahydrofuran / 0.67 h / 0 °C

3: 100 percent / TBAF / tetrahydrofuran / 1.5 h / 20 °C

4: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

5: 1.32 g / 2,6-lutidine / CH₂Cl₂ / 0.75 h

With 2,6-dimethylpyridine; tetrabutyl ammonium fluoride; lithium triethylborohydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo035145d

Reference yield:

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

: 632354-53-1
trifluoromethanesulfonic acid (2R,3S,4aR,6S,7R,9aS)-3-benzyloxy-2-(benzyloxymethyl)-7-methyl-7-(trimethylsilyloxy)-octahydro-1,5-dioxabenzocyclohepten-6-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / LiBEt₃ / tetrahydrofuran / 0.67 h / 0 °C

2: 100 percent / TBAF / tetrahydrofuran / 1.5 h / 20 °C

3: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

4: 1.32 g / 2,6-lutidine / CH₂Cl₂ / 0.75 h

With 2,6-dimethylpyridine; tetrabutyl ammonium fluoride; lithium triethylborohydride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo035145d