((1R,2S,5S,7R)-2-Benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-en-7-ylmethoxy)-tert-butyl-dimethyl-silane

Base Information

Chemical Name:((1R,2S,5S,7R)-2-Benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-en-7-ylmethoxy)-tert-butyl-dimethyl-silane
CAS No.:221015-50-5
Molecular Formula:C₂₀H₃₀O₄Si
Molecular Weight:362.541
Hs Code.:

Synonyms:((1R,2S,5S,7R)-2-Benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-en-7-ylmethoxy)-tert-butyl-dimethyl-silane

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Chemical Property of ((1R,2S,5S,7R)-2-Benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-en-7-ylmethoxy)-tert-butyl-dimethyl-silane

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Technology Process of ((1R,2S,5S,7R)-2-Benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-en-7-ylmethoxy)-tert-butyl-dimethyl-silane

There total 7 articles about ((1R,2S,5S,7R)-2-Benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-en-7-ylmethoxy)-tert-butyl-dimethyl-silane 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: 92.0%

: 100-39-0
benzyl bromide

: 221015-49-2
(1R,2S,5S,7R)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-6,8-dioxa-bicyclo[3.2.1]oct-3-en-2-ol

: 221015-50-5
((1R,2S,5S,7R)-2-Benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-en-7-ylmethoxy)-tert-butyl-dimethyl-silane

Guidance literature:: With sodium hydride; In tetrahydrofuran; 1.) 0 deg C, 10 min, 2.) reflux, 12 h;
DOI:10.1055/s-1999-3382

Reference yield:

: 27393-97-1,79380-02-2
(E)-3-(2-furanyl)-2-propen-1-ol

: 221015-50-5
((1R,2S,5S,7R)-2-Benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-en-7-ylmethoxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / DMAP / CH₂Cl₂ / 4 h / Ambient temperature

2: 94 percent / MeSO2NH2, AD-mix-β / 2-methyl-propan-2-ol; H2O / 95 h / 0 °C

3: MCPBA, NaHCO₃ / CH₂Cl₂ / 3 h / Ambient temperature

4: p-TSOH / benzene / 5 h / Heating

5: 99 percent / NaBH₄, CeCl₃*7H₂O / methanol / 0.42 h / 0 °C

6: 92 percent / NaH / tetrahydrofuran / 1.) 0 deg C, 10 min, 2.) reflux, 12 h

With dmap; sodium tetrahydroborate; cerium(III) chloride; methanesulfonamide; AD-mix-β; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol; benzene;
DOI:10.1055/s-1999-3382

Reference yield:

: 221015-42-5
tert-Butyl-((E)-3-furan-2-yl-allyloxy)-dimethyl-silane

: 221015-50-5
((1R,2S,5S,7R)-2-Benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-en-7-ylmethoxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / MeSO2NH2, AD-mix-β / 2-methyl-propan-2-ol; H2O / 95 h / 0 °C

2: MCPBA, NaHCO₃ / CH₂Cl₂ / 3 h / Ambient temperature

3: p-TSOH / benzene / 5 h / Heating

4: 99 percent / NaBH₄, CeCl₃*7H₂O / methanol / 0.42 h / 0 °C

5: 92 percent / NaH / tetrahydrofuran / 1.) 0 deg C, 10 min, 2.) reflux, 12 h

With sodium tetrahydroborate; cerium(III) chloride; methanesulfonamide; AD-mix-β; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol; benzene;
DOI:10.1055/s-1999-3382