((1S,6R,7S,8S)-8-Bromomethyl-bicyclo[4.2.0]octa-2,4-dien-7-ylmethoxy)-tert-butyl-diphenyl-silane

Base Information

Chemical Name:((1S,6R,7S,8S)-8-Bromomethyl-bicyclo[4.2.0]octa-2,4-dien-7-ylmethoxy)-tert-butyl-diphenyl-silane
CAS No.:82679-73-0
Molecular Formula:C₂₆H₃₁BrOSi
Molecular Weight:467.521
Hs Code.:

Synonyms:((1S,6R,7S,8S)-8-Bromomethyl-bicyclo[4.2.0]octa-2,4-dien-7-ylmethoxy)-tert-butyl-diphenyl-silane

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Chemical Property of ((1S,6R,7S,8S)-8-Bromomethyl-bicyclo[4.2.0]octa-2,4-dien-7-ylmethoxy)-tert-butyl-diphenyl-silane

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Technology Process of ((1S,6R,7S,8S)-8-Bromomethyl-bicyclo[4.2.0]octa-2,4-dien-7-ylmethoxy)-tert-butyl-diphenyl-silane

There total 5 articles about ((1S,6R,7S,8S)-8-Bromomethyl-bicyclo[4.2.0]octa-2,4-dien-7-ylmethoxy)-tert-butyl-diphenyl-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:

: 82679-72-9
[(1R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-bicyclo[4.2.0]octa-2,4-dien-7-yl]-methanol

: 82679-73-0
((1S,6R,7S,8S)-8-Bromomethyl-bicyclo[4.2.0]octa-2,4-dien-7-ylmethoxy)-tert-butyl-diphenyl-silane

Guidance literature:: With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 ℃;
DOI:10.1021/ja00384a077

Reference yield:

: 7199-98-6
(2E,8E)-deca-2,8-diene-4,6-diyne-1,10-diol

: 82679-73-0
((1S,6R,7S,8S)-8-Bromomethyl-bicyclo[4.2.0]octa-2,4-dien-7-ylmethoxy)-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 55 percent / hydrogen, qunoline / Lindlar catalyst / CH₂Cl₂; methanol / 25 °C

2: I₂, K₂CO₃ / CH₂Cl₂ / 2 h / -20 deg C -> 0 deg C

3: imidazole / dimethylformamide / 2 h / 25 °C

4: Zn dust, AcOH / 25 °C

5: CBr₄, Ph₃P / CH₂Cl₂ / 0 °C

With 1H-imidazole; quinoline; carbon tetrabromide; hydrogen; iodine; potassium carbonate; acetic acid; triphenylphosphine; zinc; Lindlar's catalyst; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00384a077

Reference yield:

: 82679-70-7
((1R,6S,7S,8S)-8-Hydroxymethyl-bicyclo[4.2.0]octa-2,4-dien-7-yl)-methanol

: 82679-73-0
((1S,6R,7S,8S)-8-Bromomethyl-bicyclo[4.2.0]octa-2,4-dien-7-ylmethoxy)-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1: I₂, K₂CO₃ / CH₂Cl₂ / 2 h / -20 deg C -> 0 deg C

2: imidazole / dimethylformamide / 2 h / 25 °C

3: Zn dust, AcOH / 25 °C

4: CBr₄, Ph₃P / CH₂Cl₂ / 0 °C

With 1H-imidazole; carbon tetrabromide; iodine; potassium carbonate; acetic acid; triphenylphosphine; zinc; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00384a077