Related Products of 496-12-8, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 496-12-8, name is Isoindoline, This compound has unique chemical properties. The synthetic route is as follows.
Alternatively the amino compounds of the present invention can be synthesized applying Weinreb-rype chemistry (Tetrahedron Letters 2000, 41(8): 1141). As an example, the commercially available isoindoline 2 can be coupled to a commercially available N-protected amino ester (e.g., N-(diphenylmethylene)glycine ethyl ester ) 5 to form the amide 6 by first treating the amine 2 with an organo aluminum species such as trimethyl aluminum and adding the resulting organometallic intermediate to the protected amino ester 5 in an appropriate solvent such as DCM. Treatment of 6 with benzylbromide in the presence of a phase transfer catalyst (e.g., tetrabutylammonium bromide, TBAB) and a suitable base (e.g., potassium hydroxide, KOH) and a solvent such as DCM yields 7, (Journal of the American Chemical Society, 1989, 111(6):2353), which upon treatment with an acid (e.g., HCl) in a suitable solvent such as DCM produces 8, a compound of the present invention; To a solution of isoindoline (690 mg, 5.79 mmol) in DCM (5 ml) is added a 2M solution of trimethyl aluminum in heptane (2.9 ml, 5.79 mmol) and the resulting solution is allowed to stir at ambient temperature for 30 minutes. To this solution is added a solution of (benzhydrylidene-amino)-acetic acid ethyl ester (1.29 g, 4.82 mmol) in DCM (5 ml). The reaction is allowed to stir at ambient temperature for 18 h and carefully quenched with a 10% aqueous solution of citric acid. The resulting biphasic mixture is diluted with DCM (10 ml) and extracted with a saturated solution of Rochelle’s Salt (10 ml). The organic layer is separated, concentrated in vacuo and purified by column chromatography (hexanes-ethyl acetate 7-70%) resulting in 2- (Benzhydrylidene-amino)-l-(l,3-dihydro-isoindol-2-yl)-ethanone (1.0 g, 61%). 2-(Benzhydrylidene- amino)-l-(l,3-dihydro-isoindol-2-yl)-ethanone is analyzed by HPLC/Mass Spec.
The chemical industry reduces the impact on the environment during synthesis Isoindoline. I believe this compound will play a more active role in future production and life.
Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2007/38459; (2007); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem