Tert-butyl 2-oxoindoline-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 2-oxoindoline-1-carboxylate
• CAS No.: 214610-10-3
• Molecular Formula: C13H15NO3
• Molecular Weight: 233.267
• Hs Code.: 2933790090
• DSSTox Substance ID: DTXSID20453074
• Nikkaji Number: J1.003.556B
• Wikidata: Q82274059
• Mol file: 214610-10-3.mol

Synonyms:TERT-BUTYL 2-OXOINDOLINE-1-CARBOXYLATE;214610-10-3;Tert-butyl 2-oxo-3H-indole-1-carboxylate;2-OXO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;tert-Butyl 2-oxo-2,3-dihydro-1H-indole-1-carboxylate;tert-Butyl2-oxoindoline-1-carboxylate;1-Boc-2-oxoindoline;SCHEMBL2419240;DTXSID20453074;UZMPOHKOMYCYCZ-UHFFFAOYSA-N;MFCD09032873;AKOS015964540;1-(tert-Butoxycarbonyl)indoline-2-one;SB64127;tert-butyl 2-oxo-1-indolinecarboxylate;AM803515;AS-63699;CS-0038092;A815394;2-oxo-1,3-dihydro-indole-1-carboxylic acid tert-butyl ester

Chemical Property of Tert-butyl 2-oxoindoline-1-carboxylate

Chemical Property:

• Melting Point: 65-68 °C(Solv: hexane (110-54-3))
• Boiling Point: 323.7±45.0 °C(Predicted)
• PKA: -0.59±0.20(Predicted)
• PSA: 46.61000
• Density: 1.206±0.06 g/cm3(Predicted)
• LogP: 2.57580
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 233.10519334
• Heavy Atom Count: 17
• Complexity: 332

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl2-oxoindoline-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1C(=O)CC2=CC=CC=C21

Technology Process of Tert-butyl 2-oxoindoline-1-carboxylate

There total 9 articles about Tert-butyl 2-oxoindoline-1-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: 90.0%

3-oxo-10-oxa-2-azatricyclo[5.2.1.01,5]dec-8-ene-2-carboxylic acid tert-butyl ester → N-boc-2-oxyindole (214610-10-3)

Guidance literature:

With triethyl phosphite; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In tetrahydrofuran; for 2h; Heating;

DOI:10.1021/jo060238r

Reference yield: 83.0%

2-oxoindole (59-48-3) + di-tert-butyl dicarbonate (24424-99-5) → N-boc-2-oxyindole (214610-10-3)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; Heating;

DOI:10.1016/S0040-4039(01)01547-7

Reference yield: 78.0%

indole-1-carboxylic acid tert-butyl ester (75400-67-8) → N-boc-2-oxyindole (214610-10-3)

Guidance literature:

indole-1-carboxylic acid tert-butyl ester; With Triisopropyl borate; lithium diisopropyl amide; In tetrahydrofuran; at 0 - 5 ℃;

With sodium hydroxide; oxone; sodium hydrogencarbonate; In water; acetone; at 0 ℃; Further stages.;

DOI:10.1016/j.tetlet.2004.07.053

upstream raw materials:

2-oxoindole

di-tert-butyl dicarbonate

indole-1-carboxylic acid tert-butyl ester

but-3-enoyl-furan-2-yl-carbamic acid tert-butyl ester

Downstream raw materials:

2-oxoindole

tert-butyl 2-oxo-3-phenylindoline-1-carboxylate

tert-butyl 3,3-dibenzyl-2-oxo-2,3-dihydroindole-1-carboxylate

tert-butyl 2-oxo-3-phenethyl-2,3-dihydroindole-1-carboxylate