tert-Butyl 5-bromoisoindoline-2-carboxylate

Base Information

• Chemical Name: tert-Butyl 5-bromoisoindoline-2-carboxylate
• CAS No.: 201940-08-1
• Molecular Formula: C13H16BrNO2
• Molecular Weight: 298.18
• Hs Code.: 29339900
• Mol file: 201940-08-1.mol

Synonyms:tert-Butyl 5-bromo-1,3-dihydro-isoindole-2-carboxylate;

Chemical Property of tert-Butyl 5-bromoisoindoline-2-carboxylate

Chemical Property:

• Vapor Pressure: 3.28E-05mmHg at 25°C
• Refractive Index: 1.57
• Boiling Point: 354.7 °C at 760 mmHg
• PKA: -1.66±0.20(Predicted)
• Flash Point: 168.3 °C
• PSA: 29.54000
• Density: 1.4 g/cm³
• LogP: 3.63770
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

tert-Butyl5-Bromoisoindoline-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: tert-Butyl 5-Bromoisoindoline-2-carboxylate is an intermediate used in the synthesis of Isothiazoloquinolones with Enhanced Antistaphylococcal Activities against Multidrug-Resistant Strains. It is also used to prepare substituted isoindolines as inhibitors of dipeptidyl peptidase 8/9 (DPP8/9).

Technology Process of tert-Butyl 5-bromoisoindoline-2-carboxylate

There total 8 articles about tert-Butyl 5-bromoisoindoline-2-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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + 5-bromoisoindoline (127168-84-7) → 5-bromo-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester (201940-08-1)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield: 88.0%

di-tert-butyl dicarbonate (24424-99-5) + 5-bromoisoindoline hydrochloric acid → 5-bromo-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester (201940-08-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 1h;

Reference yield: 85.0%

tert-Butoxycarbonylpivalat (39982-01-9) + 5-bromoisoindoline (127168-84-7) → 5-bromo-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester (201940-08-1)

Guidance literature:

With sodium carbonate;

upstream raw materials:

di-tert-butyl dicarbonate

5-bromoisoindoline

5-Bromoisoindoline-1,3-dione

4-bromophthalic anhydride

Downstream raw materials:

(R)-tert-butyl 5-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)isoindoline-2-carboxylate

2-(tert-butyl) 5-methyl isoindoline-2,5-dicarboxylate

5-bromo-2,3-dihydro-1H-isoindole hydrochloride

1-(isoindolin-5-yl)ethan-1-one

Refernces

• 1、 -. "MONOCYCLIC B-LACTAM COMPOUND FOR TREATING BACTERIAL INFECTION". Paragraph 0095. . Retrieved 2020/12/16.
• 2、 -. "THIAZOLE DERIVATIVE AND APPLICATIONS THEREOF". Paragraph 0107; 0109. . Retrieved 2020/01/02.