4-[2-benzyloxy-3-(2-trimethylsilanyl-ethoxycarbonyl)-phenyl]-3-formyl-indole-1-carboxylic acid benzyl ester

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Chemical Name:4-[2-benzyloxy-3-(2-trimethylsilanyl-ethoxycarbonyl)-phenyl]-3-formyl-indole-1-carboxylic acid benzyl ester
CAS No.:473918-97-7
Molecular Formula:C₃₆H₃₅NO₆Si
Molecular Weight:605.762
Hs Code.:

Synonyms:4-[2-benzyloxy-3-(2-trimethylsilanyl-ethoxycarbonyl)-phenyl]-3-formyl-indole-1-carboxylic acid benzyl ester

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Chemical Property of 4-[2-benzyloxy-3-(2-trimethylsilanyl-ethoxycarbonyl)-phenyl]-3-formyl-indole-1-carboxylic acid benzyl ester

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Technology Process of 4-[2-benzyloxy-3-(2-trimethylsilanyl-ethoxycarbonyl)-phenyl]-3-formyl-indole-1-carboxylic acid benzyl ester

There total 6 articles about 4-[2-benzyloxy-3-(2-trimethylsilanyl-ethoxycarbonyl)-phenyl]-3-formyl-indole-1-carboxylic acid benzyl ester 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%

: 473918-94-4
N-carbobenzyloxy-4-iodo-indole-3-carboxaldehyde

: 473918-96-6
2-benzyloxy-3-iodo-benzoic acid 2-trimethylsilanyl-ethyl ester

: 473918-97-7
4-[2-benzyloxy-3-(2-trimethylsilanyl-ethoxycarbonyl)-phenyl]-3-formyl-indole-1-carboxylic acid benzyl ester

Guidance literature:: 2-benzyloxy-3-iodo-benzoic acid 2-trimethylsilanyl-ethyl ester; With isopropylmagnesium chloride; In tetrahydrofuran; at -30 ℃;

With zinc dibromide; In tetrahydrofuran; at -78 - 20 ℃;

N-carbobenzyloxy-4-iodo-indole-3-carboxaldehyde; bis(tri-t-butylphosphine)palladium⁽⁰⁾; at 20 ℃; Further stages.;
DOI:10.1021/ol026694t

Reference yield:

: 72527-73-2
4-iodo-indole-3-carboxaldehyde

: 473918-97-7
4-[2-benzyloxy-3-(2-trimethylsilanyl-ethoxycarbonyl)-phenyl]-3-formyl-indole-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 62 percent / lithium bis(trimethylsilyl)amide

2.1: isopropylmagnesium chloride / tetrahydrofuran / -30 °C

2.2: zinc bromide / tetrahydrofuran / -78 - 20 °C

2.3: 87 percent / bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 20 °C

With isopropylmagnesium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; 2.3: Negishi coupling;
DOI:10.1021/ol026694t

Reference yield:

: 23602-64-4
2-hydroxy-3-iodo-benzaldehyde

: 473918-97-7
4-[2-benzyloxy-3-(2-trimethylsilanyl-ethoxycarbonyl)-phenyl]-3-formyl-indole-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate

2.1: manganese(IV) oxide; sodium cyanide; acetic acid / methanol

3.1: titanium(IV) isopropoxide

4.1: isopropylmagnesium chloride / tetrahydrofuran / -30 °C

4.2: zinc bromide / tetrahydrofuran / -78 - 20 °C

4.3: 87 percent / bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 20 °C

With titanium(IV) isopropylate; sodium cyanide; manganese(IV) oxide; isopropylmagnesium chloride; potassium carbonate; acetic acid; In tetrahydrofuran; methanol; 4.3: Negishi coupling;
DOI:10.1021/ol026694t