ethyl 1-allyl-3-(tert-butyldiphenylsilyloxy)-5-methoxy-1H-indole-2-carboxylate

Base Information

Chemical Name:ethyl 1-allyl-3-(tert-butyldiphenylsilyloxy)-5-methoxy-1H-indole-2-carboxylate
CAS No.:1315335-92-2
Molecular Formula:C₃₁H₃₅NO₄Si
Molecular Weight:513.709
Hs Code.:

Synonyms:ethyl 1-allyl-3-(tert-butyldiphenylsilyloxy)-5-methoxy-1H-indole-2-carboxylate

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Chemical Property of ethyl 1-allyl-3-(tert-butyldiphenylsilyloxy)-5-methoxy-1H-indole-2-carboxylate

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Technology Process of ethyl 1-allyl-3-(tert-butyldiphenylsilyloxy)-5-methoxy-1H-indole-2-carboxylate

There total 5 articles about ethyl 1-allyl-3-(tert-butyldiphenylsilyloxy)-5-methoxy-1H-indole-2-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: 66.0%

: 556-56-9
allyl iodid

: 1315335-90-0
ethyl 3-(tert-butyldiphenylsilyloxy)-5-methoxy-1H-indole-2-carboxylate

: 1315335-92-2
ethyl 1-allyl-3-(tert-butyldiphenylsilyloxy)-5-methoxy-1H-indole-2-carboxylate

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 3h;
DOI:10.1039/c1cc11253h

Reference yield:

: 4382-54-1
5-methoxy-1H-indole-2-carboxylic acid

: 1315335-92-2
ethyl 1-allyl-3-(tert-butyldiphenylsilyloxy)-5-methoxy-1H-indole-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: sulfuric acid / Reflux

2: trichlorophosphate / 20 °C

3: toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 8 h / 20 °C

4: 1H-imidazole / tetrahydrofuran / 5 h / Reflux

5: sodium hydride / N,N-dimethyl-formamide / 3 h / 20 °C

With 1H-imidazole; sulfuric acid; sodium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2: Vilsmeier formylation / 3: Baeyer-Villiger oxidation;
DOI:10.1039/c1cc11253h

Reference yield:

: 318292-61-4
3-hydroxy-5-methoxyindole-2-carboxylic acid ethyl ester

: 1315335-92-2
ethyl 1-allyl-3-(tert-butyldiphenylsilyloxy)-5-methoxy-1H-indole-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 1H-imidazole / tetrahydrofuran / 5 h / Reflux

2: sodium hydride / N,N-dimethyl-formamide / 3 h / 20 °C

With 1H-imidazole; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1039/c1cc11253h