1H-Indole-1,2-dicarboxylic acid, 2-[[2-[(1,1-dimethylethoxy)carbonyl]-3-thienyl]methyl]-2,3-dihydro-, 1-(1,1-dimethylethyl) ester

Base Information

• Chemical Name: 1H-Indole-1,2-dicarboxylic acid, 2-[[2-[(1,1-dimethylethoxy)carbonyl]-3-thienyl]methyl]-2,3-dihydro-, 1-(1,1-dimethylethyl) ester
• CAS No.: 252357-57-6
• Molecular Formula: C24H29NO6S
• Mol file: 252357-57-6.mol

Synonyms:

Chemical Property of 1H-Indole-1,2-dicarboxylic acid, 2-[[2-[(1,1-dimethylethoxy)carbonyl]-3-thienyl]methyl]-2,3-dihydro-, 1-(1,1-dimethylethyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Indole-1,2-dicarboxylic acid, 2-[[2-[(1,1-dimethylethoxy)carbonyl]-3-thienyl]methyl]-2,3-dihydro-, 1-(1,1-dimethylethyl) ester

There total 3 articles about 1H-Indole-1,2-dicarboxylic acid, 2-[[2-[(1,1-dimethylethoxy)carbonyl]-3-thienyl]methyl]-2,3-dihydro-, 1-(1,1-dimethylethyl) 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: 99.0%

2-benzyl-1-tert-butyl-2-{[2-(tert-butoxycarbonyl)thien-3-yl]methyl}indoline-1,2-dicarboxylate (252357-60-1) → 2-(2-tert-butoxycarbonyl-thiophen-3-ylmethyl)-2,3-dihydro-indole-1,2-dicarboxylic acid 1-tert-butyl ester (252357-57-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 18h;

DOI:10.1021/jm049435d

Reference yield:

tert-butyl 3-bromomethylthiophene-2-carboxylate (252357-59-8) → 2-(2-tert-butoxycarbonyl-thiophen-3-ylmethyl)-2,3-dihydro-indole-1,2-dicarboxylic acid 1-tert-butyl ester (252357-57-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 - -30 °C

1.2: 85 percent / tetrahydrofuran; toluene / -78 - 20 °C

2.1: 99 percent / H₂ / Pd/C / methanol / 18 h

With hydrogen; potassium hexamethylsilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; toluene;

DOI:10.1021/jm049435d

Reference yield:

2,3-dihydro-indole-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester (252357-58-7) → 2-(2-tert-butoxycarbonyl-thiophen-3-ylmethyl)-2,3-dihydro-indole-1,2-dicarboxylic acid 1-tert-butyl ester (252357-57-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 - -30 °C

1.2: 85 percent / tetrahydrofuran; toluene / -78 - 20 °C

2.1: 99 percent / H₂ / Pd/C / methanol / 18 h

With hydrogen; potassium hexamethylsilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; toluene;

DOI:10.1021/jm049435d

upstream raw materials:

2-benzyl-1-tert-butyl-2-{[2-(tert-butoxycarbonyl)thien-3-yl]methyl}indoline-1,2-dicarboxylate

tert-butyl 3-bromomethylthiophene-2-carboxylate

2,3-dihydro-indole-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester