methyl 7-(4,5-dimethoxy-2-vinylbenzyl)-1-trimethylsiloxybicyclo[4.1.0]heptane-7-carboxylate

Base Information

Chemical Name:methyl 7-(4,5-dimethoxy-2-vinylbenzyl)-1-trimethylsiloxybicyclo[4.1.0]heptane-7-carboxylate
CAS No.:916977-23-6
Molecular Formula:C₂₃H₃₄O₅Si
Molecular Weight:418.605
Hs Code.:

Synonyms:methyl 7-(4,5-dimethoxy-2-vinylbenzyl)-1-trimethylsiloxybicyclo[4.1.0]heptane-7-carboxylate

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Chemical Property of methyl 7-(4,5-dimethoxy-2-vinylbenzyl)-1-trimethylsiloxybicyclo[4.1.0]heptane-7-carboxylate

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Technology Process of methyl 7-(4,5-dimethoxy-2-vinylbenzyl)-1-trimethylsiloxybicyclo[4.1.0]heptane-7-carboxylate

There total 4 articles about methyl 7-(4,5-dimethoxy-2-vinylbenzyl)-1-trimethylsiloxybicyclo[4.1.0]heptane-7-carboxylate 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: 94.0%

: 916977-18-9
methyl 7-(2-iodo-4,5-dimethoxybenzyl)-1-trimethylsiloxybicyclo[4.1.0]heptane-7-carboxylate

: 7486-35-3
tri-n-butyl(vinyl)tin

: 916977-23-6
methyl 7-(4,5-dimethoxy-2-vinylbenzyl)-1-trimethylsiloxybicyclo[4.1.0]heptane-7-carboxylate

Guidance literature:: With 2,6-di-tert-butyl-4-methyl-phenol; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; for 8.5h; Heating;
DOI:10.1002/ejoc.200600360

Reference yield:

: 916977-11-2
1-iodo-2-iodomethyl-4,5-dimethoxybenzene

: 916977-23-6
methyl 7-(4,5-dimethoxy-2-vinylbenzyl)-1-trimethylsiloxybicyclo[4.1.0]heptane-7-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 2 h / -78 °C

1.2: 88 percent / tetrahydrofuran / 36 h / -78 °C

2.1: 94 percent / 2,6-di-tert-butyl-4-methylphenol / Pd(PPh₃)4 / toluene / 8.5 h / Heating

With n-butyllithium; 2,6-di-tert-butyl-4-methyl-phenol; diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; toluene; 2.1: Stille coupling;
DOI:10.1002/ejoc.200600360

Reference yield:

: 110451-87-1
2-bromomethyl-1-iodo-4,5-dimethoxybenzene

: 916977-23-6
methyl 7-(4,5-dimethoxy-2-vinylbenzyl)-1-trimethylsiloxybicyclo[4.1.0]heptane-7-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 94 percent / PBr₃ / diethyl ether / 1.5 h / 0 - 5 °C

2.1: 83 percent / sodium iodide / acetone / 1.5 h / Heating

3.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 2 h / -78 °C

3.2: 88 percent / tetrahydrofuran / 36 h / -78 °C

4.1: 94 percent / 2,6-di-tert-butyl-4-methylphenol / Pd(PPh₃)4 / toluene / 8.5 h / Heating

With n-butyllithium; 2,6-di-tert-butyl-4-methyl-phenol; phosphorus tribromide; diisopropylamine; sodium iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; acetone; toluene; 4.1: Stille coupling;
DOI:10.1002/ejoc.200600360