7-(2-formyl-4,5-dimethoxy-phenyl)-5-triisopropylsilanyloxy-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:7-(2-formyl-4,5-dimethoxy-phenyl)-5-triisopropylsilanyloxy-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester
CAS No.:273408-49-4
Molecular Formula:C₃₁H₄₅NO₆Si
Molecular Weight:555.787
Hs Code.:

7-(2-formyl-4,5-dimethoxy-phenyl)-5-triisopropylsilanyloxy-2,3-dihydro-indole-1-carboxylic acid <i>tert</i>-butyl ester

Synonyms:7-(2-formyl-4,5-dimethoxy-phenyl)-5-triisopropylsilanyloxy-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

Suppliers and Price of 7-(2-formyl-4,5-dimethoxy-phenyl)-5-triisopropylsilanyloxy-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 1 raw suppliers

Chemical Property of 7-(2-formyl-4,5-dimethoxy-phenyl)-5-triisopropylsilanyloxy-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 7-(2-formyl-4,5-dimethoxy-phenyl)-5-triisopropylsilanyloxy-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

There total 5 articles about 7-(2-formyl-4,5-dimethoxy-phenyl)-5-triisopropylsilanyloxy-2,3-dihydro-indole-1-carboxylic acid tert-butyl 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: 16.0%

: 2-Iodo-4,5-dimethoxybenzaldehyde cyclohexylimine

: 273408-47-2
1-(tert-butoxycarbonyl)-5-(triisopropylsilyloxy)indoline

: 273408-49-4
7-(2-formyl-4,5-dimethoxy-phenyl)-5-triisopropylsilanyloxy-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: 1-(tert-butoxycarbonyl)-5-(triisopropylsilyloxy)indoline; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; triethyl phosphite; In tetrahydrofuran; cyclohexane; at -40 ℃; for 0.5h;

2-Iodo-4,5-dimethoxybenzaldehyde cyclohexylimine; In tetrahydrofuran; at -40 - 20 ℃;

With hydrogenchloride; In water; for 0.0833333h; pH=4; Further stages.; Heating;
DOI:10.1021/jo991902p

Reference yield:

: 1215-59-4
5-benzyloxy-1H-indole

: 273408-49-4
7-(2-formyl-4,5-dimethoxy-phenyl)-5-triisopropylsilanyloxy-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaCNBH₃ / acetic acid / 0.5 h / 23 °C

2.1: tetrahydrofuran / 20 °C

3.1: 90 percent / H₂ / 10percent Pd/C / ethanol / 760.05 Torr

4.1: 73 percent / imidazole / dimethylformamide / 23 °C

5.1: s-BuLi; TMEDA; CuI-P(OEt)3 / tetrahydrofuran; cyclohexane / 0.5 h / -40 °C

5.2: tetrahydrofuran / -40 - 20 °C

5.3: 16 percent / HCl / H₂O / 0.08 h / pH 4 / Heating

With 1H-imidazole; N,N,N,N,-tetramethylethylenediamine; hydrogen; sec.-butyllithium; sodium cyanoborohydride; triethyl phosphite; 10percent Pd/C; In tetrahydrofuran; ethanol; cyclohexane; acetic acid; N,N-dimethyl-formamide; 1.1: Reduction / 2.1: BOC-protection / 3.1: debenzylation / 4.1: silylation / 5.1: Metallation / 5.2: Ziegler-Ullmann coupling / 5.3: Hydrolysis;
DOI:10.1021/jo991902p

Reference yield:

: 92818-36-5
5-Benzyloxy-2,3-dihydro-1H-indole

: 273408-49-4
7-(2-formyl-4,5-dimethoxy-phenyl)-5-triisopropylsilanyloxy-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 20 °C

2.1: 90 percent / H₂ / 10percent Pd/C / ethanol / 760.05 Torr

3.1: 73 percent / imidazole / dimethylformamide / 23 °C

4.1: s-BuLi; TMEDA; CuI-P(OEt)3 / tetrahydrofuran; cyclohexane / 0.5 h / -40 °C

4.2: tetrahydrofuran / -40 - 20 °C

4.3: 16 percent / HCl / H₂O / 0.08 h / pH 4 / Heating

With 1H-imidazole; N,N,N,N,-tetramethylethylenediamine; hydrogen; sec.-butyllithium; triethyl phosphite; 10percent Pd/C; In tetrahydrofuran; ethanol; cyclohexane; N,N-dimethyl-formamide; 1.1: BOC-protection / 2.1: debenzylation / 3.1: silylation / 4.1: Metallation / 4.2: Ziegler-Ullmann coupling / 4.3: Hydrolysis;
DOI:10.1021/jo991902p