ethyl 2-(4-benzyloxy-3-methoxybenzyl)-3-dimethyl(phenyl)silyl-2-ethoxycarbonyl-3-butenoate

Base Information

• Chemical Name: ethyl 2-(4-benzyloxy-3-methoxybenzyl)-3-dimethyl(phenyl)silyl-2-ethoxycarbonyl-3-butenoate
• CAS No.: 1002348-09-5
• Molecular Formula: C₃₂H₃₈O₆Si
• Molecular Weight: 546.736

Synonyms:ethyl 2-(4-benzyloxy-3-methoxybenzyl)-3-dimethyl(phenyl)silyl-2-ethoxycarbonyl-3-butenoate

Chemical Property of ethyl 2-(4-benzyloxy-3-methoxybenzyl)-3-dimethyl(phenyl)silyl-2-ethoxycarbonyl-3-butenoate

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Technology Process of ethyl 2-(4-benzyloxy-3-methoxybenzyl)-3-dimethyl(phenyl)silyl-2-ethoxycarbonyl-3-butenoate

There total 1 articles about ethyl 2-(4-benzyloxy-3-methoxybenzyl)-3-dimethyl(phenyl)silyl-2-ethoxycarbonyl-3-butenoate 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: 80.0%

1-(benzyloxy)-4-(bromomethyl)-2-methoxybenzene (72724-00-6) + trimethylsulphonium iodide (2181-42-2) + ethyl 2-ethoxycarbonyl-3-dimethyl(phenyl)silyl-2-propenoate (130247-53-9) → ethyl 2-(4-benzyloxy-3-methoxybenzyl)-3-dimethyl(phenyl)silyl-2-ethoxycarbonyl-3-butenoate (1002348-09-5)

Guidance literature:

trimethylsulphonium iodide; With n-butyllithium; In tetrahydrofuran; hexane; at -10 ℃; for 0.25h;

ethyl 2-ethoxycarbonyl-3-dimethyl(phenyl)silyl-2-propenoate; In tetrahydrofuran; hexane; at -10 - 20 ℃; for 1h;

1-(benzyloxy)-4-(bromomethyl)-2-methoxybenzene; In tetrahydrofuran; hexane; at 20 ℃; for 18h; Further stages.;

DOI:10.1002/ejoc.200700440

Reference yield: 73.0%

ethyl 2-(4-benzyloxy-3-methoxybenzyl)-3-dimethyl(phenyl)silyl-2-ethoxycarbonyl-3-butenoate (1002348-09-5) → dimethyl-2-[4-(4-benzyloxy-3-methoxyphenyl)-3,3-diethoxycarbonyl-1-butenyl]silanol + 1,1,3,3-tetramethyl-1,3-di[4-(4-benzyloxy-3-methoxyphenyl)-3,3-diethoxycarbonyl-1-butenyl]disiloxane

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1002/ejoc.200700440

Reference yield:

2-methoxy-4-iodo-4-benzylphenol ether (741283-41-0) + ethyl 2-(4-benzyloxy-3-methoxybenzyl)-3-dimethyl(phenyl)silyl-2-ethoxycarbonyl-3-butenoate (1002348-09-5) → ethyl (E)-2-(4-benzyloxy-3-methoxybenzyl)-4-(4-benzyloxy-3-methoxyphenyl)-2-ethoxycarbonyl-3-butenoate

Guidance literature:

Multistep reaction.;

DOI:10.1002/ejoc.200700440

upstream raw materials:

1-(benzyloxy)-4-(bromomethyl)-2-methoxybenzene

trimethylsulphonium iodide

ethyl 2-ethoxycarbonyl-3-dimethyl(phenyl)silyl-2-propenoate

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