Tert-butyl 7-bromoindoline-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 7-bromoindoline-1-carboxylate
• CAS No.: 143262-17-3
• Molecular Formula: C₁₃H₁₆BrNO₂
• Molecular Weight: 298.18
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20566395
• Wikidata: Q72448734
• Mol file: 143262-17-3.mol

Synonyms:143262-17-3;tert-butyl 7-bromoindoline-1-carboxylate;Boc-7-bromoindoline;N-Boc-7-bromoindoline;7-Bromo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester;7-bromo-N-Boc-indoline;tert-butyl 7-bromo-2,3-dihydroindole-1-carboxylate;tert-Butyl7-bromoindoline-1-carboxylate;MFCD08059282;tert-butyl 7-bromo-2,3-dihydro-1H-indole-1-carboxylate;1-BOC-7-BROMOINDOLINE;7-Bromo-1-Boc-indoline;SCHEMBL16123405;DTXSID20566395;BCP23736;AKOS015898364;MB05146;DS-18151;SY110393;AM20020486;EN300-249447;W-205589;tert-Butyl 7-bromoindoline-1-carboxylate

Chemical Property of Tert-butyl 7-bromoindoline-1-carboxylate

Chemical Property:

• Vapor Pressure: 4.55E-05mmHg at 25°C
• Refractive Index: 1.57
• Boiling Point: 349.9 °C at 760 mmHg
• Flash Point: 165.4 °C
• PSA: 29.54000
• Density: 1.4 g/cm³
• LogP: 3.81170
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 297.03644
• Heavy Atom Count: 17
• Complexity: 300

Purity/Quality:

97% ^*data from raw suppliers

Boc-7-bromoindoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC2=C1C(=CC=C2)Br

Technology Process of Tert-butyl 7-bromoindoline-1-carboxylate

There total 4 articles about Tert-butyl 7-bromoindoline-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:

C13H16LiNO2 → tert-butyl 7-bromoindoline-1-carboxylate (143262-17-3)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; 1,2-dibromo-1,1,2,2-tetrafluoroethane; In tetrahydrofuran; at -78 - 0 ℃; Yield given;

DOI:10.1016/S0040-4039(00)73705-1

Reference yield:

1-(tert-butoxycarbonyl)indoline (143262-10-6) → tert-butyl 7-bromoindoline-1-carboxylate (143262-17-3)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; ethylene dibromide; Yield given. Multistep reaction; 1.) cyclohexane, ether, -78 deg C, 1 h, 2.) cyclohexane, ether, a) -78 deg C, 30 min, b) 1 h;

DOI:10.3987/COM-92-5993

Reference yield:

1-indoline (496-15-1) → tert-butyl 7-bromoindoline-1-carboxylate (143262-17-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / tetrahydrofuran / Ambient temperature

2: 1.) s-BuLi, TMEDA, 2.) BrCH₂CH₂Br / 1.) cyclohexane, ether, -78 deg C, 1 h, 2.) cyclohexane, ether, a) -78 deg C, 30 min, b) 1 h

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; ethylene dibromide; In tetrahydrofuran;

DOI:10.3987/COM-92-5993

upstream raw materials:

1-(tert-butoxycarbonyl)indoline

1-indoline

di-tert-butyl dicarbonate

Downstream raw materials:

2-(1-Benzyl-2,3-dihydro-1H-indol-7-yl)-4,5-dimethoxy-benzoic acid 2-amino-2-methyl-propyl ester

1-Benzyl-7-[2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-4,5-dimethoxy-phenyl]-2,3-dihydro-1H-indole

2-(1-Benzyl-2,3-dihydro-1H-indol-7-yl)-4,5-dimethoxy-benzoic acid methyl ester

N-benzyl-7-bromoindoline