ethyl 3-iodo-6-methyl-2,4-bis[2-(trimethylsilyl)ethyloxymethoxy]benzoate

Base Information

Chemical Name:ethyl 3-iodo-6-methyl-2,4-bis[2-(trimethylsilyl)ethyloxymethoxy]benzoate
CAS No.:261506-17-6
Molecular Formula:C₂₂H₃₉IO₆Si₂
Molecular Weight:582.624
Hs Code.:

Synonyms:ethyl 3-iodo-6-methyl-2,4-bis[2-(trimethylsilyl)ethyloxymethoxy]benzoate

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Chemical Property of ethyl 3-iodo-6-methyl-2,4-bis[2-(trimethylsilyl)ethyloxymethoxy]benzoate

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Technology Process of ethyl 3-iodo-6-methyl-2,4-bis[2-(trimethylsilyl)ethyloxymethoxy]benzoate

There total 2 articles about ethyl 3-iodo-6-methyl-2,4-bis[2-(trimethylsilyl)ethyloxymethoxy]benzoate 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: 87.0%

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 261506-16-5
ethyl 2,4-dihydroxy-3-iodo-6-methylbenzoate

: 261506-17-6
ethyl 3-iodo-6-methyl-2,4-bis[2-(trimethylsilyl)ethyloxymethoxy]benzoate

Guidance literature:: ethyl 2,4-dihydroxy-3-iodo-6-methylbenzoate; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

(2-trimethylethylsilylethoxy)methyl chloride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;
DOI:10.1002/(sici)1099-0690(200001)2000:2<297::aid-ejoc297>3.0.co;2-b

Reference yield:

: 2524-37-0
ethyl orselinate

: 261506-17-6
ethyl 3-iodo-6-methyl-2,4-bis[2-(trimethylsilyl)ethyloxymethoxy]benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 73 percent / benzyltrimethylammonium dichloroiodate; potassium hydrogen carbonate / CH₂Cl₂; methanol / 21 h / 20 °C

2.1: NaH / dimethylformamide / 0.5 h / 0 °C

2.2: 87 percent / dimethylformamide / 0.5 h / 0 °C

With sodium hydride; potassium hydrogencarbonate; N,N,N-trimethylbenzenemethanaminium dichloroiodate; In methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Iodination / 2.1: deprotonation / 2.2: Etherification;
DOI:10.1002/(sici)1099-0690(200001)2000:2<297::aid-ejoc297>3.0.co;2-b

Reference yield: 85.0%

: 39052-34-1
(4aS,8aS)-8-Bromomethyl-4,4,7,8a-tetramethyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalene

: 261506-17-6
ethyl 3-iodo-6-methyl-2,4-bis[2-(trimethylsilyl)ethyloxymethoxy]benzoate

: 6-Methyl-3-((4aR,8aR)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-ylmethyl)-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)-benzoic acid ethyl ester

Guidance literature:: ethyl 3-iodo-6-methyl-2,4-bis[2-(trimethylsilyl)ethyloxymethoxy]benzoate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

With copper(l) cyanide; In tetrahydrofuran; hexane; at -78 - -10 ℃;

(4aS,8aS)-8-Bromomethyl-4,4,7,8a-tetramethyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalene; In tetrahydrofuran; hexane; at -78 ℃; for 5h;
DOI:10.1002/(sici)1099-0690(200001)2000:2<297::aid-ejoc297>3.0.co;2-b