(1R)-5-Bromo-1-methyl-2-(triphenylmethyl)-2,3-dihydro-1H-isoindole

Base Information

• Chemical Name: (1R)-5-Bromo-1-methyl-2-(triphenylmethyl)-2,3-dihydro-1H-isoindole
• CAS No.: 194805-14-6
• Molecular Formula: C28H24BrN
• Molecular Weight: 454.409
• European Community (EC) Number: 606-320-2
• Mol file: 194805-14-6.mol

Synonyms:194805-14-6;(R)-5-Bromo-1-methyl-2-tritylisoindoline;5-bromo-1-methyl-2-trityl-1,3-dihydroisoindole;SCHEMBL6669633;(1R)-5-Bromo-1-methyl-2-(triphenylmethyl)-2,3-dihydro-1H-isoindole;HUWRJTHKCYGECM-UHFFFAOYSA-N;BCP27758;bromo-1-methyl-2-trityl-isoindoline;1H-Isoindole, 5-bromo-2,3-dihydro-1-methyl-2-(triphenylmethyl)-, (1R)-;(+)-5-bromo-1-methyl-2-trityliso-indoline;(1R)-5-bromo-1-methyl-2-trityl-isoindoline

Chemical Property of (1R)-5-Bromo-1-methyl-2-(triphenylmethyl)-2,3-dihydro-1H-isoindole

Chemical Property:

• Vapor Pressure: 2E-10mmHg at 25°C
• Boiling Point: 507.6oC at 760 mmHg
• PKA: 4.73±0.40(Predicted)
• Flash Point: 260.8oC
• PSA: 3.24000
• Density: 1.294g/cm3
• LogP: 7.25570
• XLogP3: 7.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 453.10921
• Heavy Atom Count: 30
• Complexity: 497

Purity/Quality:

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

(R)-5-Bromo-1-methyl-2-tritylisoindoline 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C2=C(CN1C(C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5)C=C(C=C2)Br

Technology Process of (1R)-5-Bromo-1-methyl-2-(triphenylmethyl)-2,3-dihydro-1H-isoindole

There total 8 articles about (1R)-5-Bromo-1-methyl-2-(triphenylmethyl)-2,3-dihydro-1H-isoindole 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: 79.0%

5-bromo-2-{(1R)-1-[(2,2-dimethylpropanoyl)amino]ethyl}benzyl acetate (223595-22-0) + trityl chloride (76-83-5) + ethylene glycol (107-21-1) + methanesulfonyl chloride (124-63-0) → (+)-(R)-5-bromo-1-methyl-2-(triphenylmethyl)isoindoline (194805-14-6)

Guidance literature:

5-bromo-2-{(1R)-1-[(2,2-dimethylpropanoyl)amino]ethyl}benzyl acetate; With sodium hydroxide; tetrabutylammomium bromide; In water; toluene; at 35 ℃; for 1h;

methanesulfonyl chloride; With triethylamine; at 10 ℃; for 0.666667h;

trityl chloride; ethylene glycol; With hydrogenchloride; sodium hydroxide; tetrabutylammomium bromide; triethylamine; more than 3 stages;

Reference yield:

(1R)-5-bromo-1-methyl-2,3-dihydro-1H-isoindole hydrochloride + trityl chloride (76-83-5) → (+)-(R)-5-bromo-1-methyl-2-(triphenylmethyl)isoindoline (194805-14-6)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

(R)-5-bromo-2-(2,2-dimethylpropanoyl)-1-methyl-isoindoline (223595-15-1) + trityl chloride (76-83-5) → (+)-(R)-5-bromo-1-methyl-2-(triphenylmethyl)isoindoline (194805-14-6)

Guidance literature:

(R)-5-bromo-2-(2,2-dimethylpropanoyl)-1-methyl-isoindoline; With hydrogenchloride; for 5h; Heating / reflux;

trityl chloride; With triethylamine; In dichloromethane; at 20 ℃; for 1h;

upstream raw materials:

trityl chloride

5-bromo-2-{(1R)-1-[(2,2-dimethylpropanoyl)amino]ethyl}benzyl acetate

ethylene glycol

methanesulfonyl chloride

Downstream raw materials:

garenoxacin

2-[(1R)-1-methyl-2-trityl-2,3-dihydro-1H-5-isoindolyl]-1,3,6,2-dioxazaborocane

Refernces

• 1、 -. "Processes for producing 7-isoindolinequinolonecarboxylic derivatives and intermediates therefor, salts of 7-isoindolinequinolonecarboxylic acids, hydrates thereof, and composition containing the same as active ingredient". Example II-9. . Retrieved 2010/11/29.