6-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

Base Information

• Chemical Name: 6-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• CAS No.: 129488-00-2
• Molecular Formula: C13H18N2O2
• Molecular Weight: 234.298
• Hs Code.: 2933990090
• Mol file: 129488-00-2.mol

Synonyms:6-Aminoindoline-1-carboxylic acid tert-butyl ester;tert-Butyl 6-amino-1-indolinecarboxylate;N-Boc-6-aminoindoline;

Chemical Property of 6-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.582
• Boiling Point: 374.947 °C at 760 mmHg
• Flash Point: 180.561 °C
• PSA: 55.56000
• Density: 1.177 g/cm³
• LogP: 3.21260
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

99.3% ^*data from raw suppliers

tert-Butyl6-Aminoindoline-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

There total 8 articles about 6-AMINO-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: 100.0%

tert-butyl 6-nitroindoline-1-carboxylate (129487-99-6) → 6-amino-2,3-dihydroindole-1-carboxylic acid tert-butyl ester (129488-00-2)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; ethyl acetate; under 760.051 Torr;

Reference yield: 90.0%

tert-butyl 6-nitro-1H-indole-1-carboxylate (219552-64-4) → 6-amino-2,3-dihydroindole-1-carboxylic acid tert-butyl ester (129488-00-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1016/j.bmcl.2007.09.091

Reference yield:

tert-butyl 6-nitro-1H-indole-1-carboxylate (219552-64-4) → 6-amino-2,3-dihydroindole-1-carboxylic acid tert-butyl ester (129488-00-2) + tert-butyl 6-amino-1H-indole-1-carboxylate (219508-62-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; ethyl acetate; for 14h; under 2585.81 Torr; Overall yield = 100%; Overall yield = 3.34 g;

upstream raw materials:

tert-butyl 6-nitroindoline-1-carboxylate

tert-butyl 6-nitro-1H-indole-1-carboxylate

tert-butyl 6-(1-aza-2,2-diphenylvinyl)indolinecarboxylate

tert-butyl 6-amino-1H-indole-1-carboxylate

Downstream raw materials:

N-(1-Boc-6-indolinyl)-2-nitrobenzamide

indolin-6-amine

Refernces

• 1、 Prasad, Bagineni,Jamroskovic, Jan,Bhowmik, Sudipta,Kumar, Rajendra,Romell, Tajanena,Sabouri, Nasim,Chorell, Erik. "Flexible Versus Rigid G-Quadruplex DNA Ligands: Synthesis of Two Series of Bis-indole Derivatives and Comparison of Their Interactions with G-Quadruplex DNA". supporting information. p. 7926 - 7938. Retrieved 2018/06/15.
• 2、 Kort, Michael E.,Drizin, Irene,Gregg, Robert J.,Scanio, Marc J. C.,Shi, Lei,Gross, Michael F.,Atkinson, Robert N.,Johnson, Matthew S.,Pacofsky, Gregory J.,Thomas, James B.,Carroll, William A.,Krambis, Michael J.,Liu, Dong,Shieh, Char-Chang,Zhang, XuFeng,Hernandez, Gricelda,Mikusa, Joseph P.,Zhong, Chengmin,Joshi, Shailen,Honore, Prisca,Roeloffs, Rosemarie,Marsh, Kennan C.,Murray, Bernard P.,Liu, Jinrong,Werness, Stephen,Faltynek, Connie R.,Krafte, Douglas S.,Jarvis, Michael F.,Chapman, Mark L.,Marron, Brian E.. "Discovery and biological evaluation of 5-aryl-2-furfuramides, potent and selective blockers of the Nav1.8 sodium channel with efficacy in models of neuropathic and inflammatory pain". . p. 407 - 416. Retrieved 2008/09/18.