1-Boc-5-Aminoindole

Base Information

• Chemical Name: 1-Boc-5-Aminoindole
• CAS No.: 166104-20-7
• Molecular Formula: C13H16N2O2
• Molecular Weight: 232.282
• Hs Code.: 2933990090
• European Community (EC) Number: 846-308-6
• DSSTox Substance ID: DTXSID00469138
• Wikidata: Q72448151
• Mol file: 166104-20-7.mol

Synonyms:1-Boc-5-Aminoindole;166104-20-7;TERT-BUTYL 5-AMINO-1H-INDOLE-1-CARBOXYLATE;Tert-butyl 5-aminoindole-1-carboxylate;1H-INDOLE-1-CARBOXYLIC ACID, 5-AMINO-, 1,1-DIMETHYLETHYL ESTER;MFCD04114746;N-Boc-5-Aminoindole;1-Boc-5-amino-indole;5-Amino-1-Boc-indole;5-AMINOINDOLE, N1-BOC PROTECTED;SCHEMBL312329;DTXSID00469138;KYCVRKPFNLCHLL-UHFFFAOYSA-N;BCP28305;AC-133;AKOS015854633;AB18898;CS-W018798;AS-14902;SY039928;FT-0643593;EN300-749073;A810695;J-010258

Chemical Property of 1-Boc-5-Aminoindole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.572
• Boiling Point: 384.15 °C at 760 mmHg
• PKA: 4.28±0.10(Predicted)
• Flash Point: 186.128 °C
• PSA: 57.25000
• Density: 1.167 g/cm³
• LogP: 3.58790
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 232.121177757
• Heavy Atom Count: 17
• Complexity: 298

Purity/Quality:

99% ^*data from raw suppliers

5-Amino-1H-indole, N1-Boc protected ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1C=CC2=C1C=CC(=C2)N

Technology Process of 1-Boc-5-Aminoindole

There total 4 articles about 1-Boc-5-Aminoindole 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%

5-nitroindole-1-carboxylic acid tert-butyl ester (166104-19-4) → 5-aminoindole-1-carboxylic acid tert-butyl ester (166104-20-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃;

Reference yield: 93.0%

→ 5-aminoindole-1-carboxylic acid tert-butyl ester (166104-20-7)

Guidance literature:

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 5-aminoindole-1-carboxylic acid tert-butyl ester (166104-20-7)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap / dichloromethane / 16 h

2: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 12 h / 760.05 Torr

With dmap; palladium 10% on activated carbon; hydrogen; In methanol; dichloromethane; ethyl acetate;

DOI:10.1021/jm101271s

upstream raw materials:

5-nitroindole-1-carboxylic acid tert-butyl ester

di-tert-butyl dicarbonate

5-nitroindole

Downstream raw materials:

N-(1-(2-chloro-4-fluorobenzoyl)-1H-indol-5-yl)picolinamide

N-(1-(2-methoxybenzoyl)-1H-indol-5-yl)picolinamide

azoxybenzene

5-(benzoyl-tert-butoxycarbonylamino)-4-bromo-indole-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Liu, Yi-Min,Tu, Huang-Ju,Wu, Chueh-Heng,Lai, Mei-Jung,Yu, Shu-Chieh,Chao, Min-Wu,Wu, Yi-Wen,Teng, Che-Ming,Pan, Shiow-Lin,Liou, Jing-Ping. "Ring-opening of five-membered heterocycles conjugated 4-isopropylresorcinol scaffold-based benzamides as HSP90 inhibitors suppressing tumor growth in vitro and in vivo". . . Retrieved 2021/05/10.
• 2、 -. "Pyrazoles containing substituted methanone compound and its composition and use thereof". Paragraph 0164; 0165. . Retrieved 2017/12/28.