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

Base Information

Chemical Name:methyl 7-(2-iodo-4,5-dimethoxybenzyl)-1-trimethylsiloxybicyclo[4.1.0]heptane-7-carboxylate
CAS No.:916977-18-9
Molecular Formula:C₂₁H₃₁IO₅Si
Molecular Weight:518.464
Hs Code.:

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

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

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

There total 3 articles about methyl 7-(2-iodo-4,5-dimethoxybenzyl)-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: 88.0%

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

: 79646-62-1
1-(Trimethylsiloxy)bicyclo<4.1.0>heptan-7-carbonsaeure-methylester

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

Guidance literature:: 1-(Trimethylsiloxy)bicyclo<4.1.0>heptan-7-carbonsaeure-methylester; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 2h;

1-iodo-2-iodomethyl-4,5-dimethoxybenzene; In tetrahydrofuran; at -78 ℃; for 36h;
DOI:10.1002/ejoc.200600360

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

With n-butyllithium; phosphorus tribromide; diisopropylamine; sodium iodide; In tetrahydrofuran; diethyl ether; acetone;
DOI:10.1002/ejoc.200600360

Reference yield:

: 293732-19-1
(4,5-dimethoxy-2-iodophenyl)methyl bromide

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

Guidance literature:: Multi-step reaction with 2 steps

1.1: 83 percent / sodium iodide / acetone / 1.5 h / Heating

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

2.2: 88 percent / tetrahydrofuran / 36 h / -78 °C

With n-butyllithium; diisopropylamine; sodium iodide; In tetrahydrofuran; acetone;
DOI:10.1002/ejoc.200600360