77629-09-5

Basic information

• Product Name: (E)-2-(3-(4-methoxyphenyl)prop-2-enyl)isoindoline-1,3-dione
• Synonyms: (E)-2-(3-(4-methoxyphenyl)prop-2-enyl)isoindoline-1,3-dione
• CAS NO: 77629-09-5
• Molecular Weight: 293.322
• Mol File: 77629-09-5.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (E)-2-(3-(4-methoxyphenyl)prop-2-enyl)isoindoline-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-(3-(4-methoxyphenyl)prop-2-enyl)isoindoline-1,3-dione(77629-09-5)
• EPA Substance Registry System: (E)-2-(3-(4-methoxyphenyl)prop-2-enyl)isoindoline-1,3-dione(77629-09-5)

Safety Data

• Hazardous Substances Data: 77629-09-5(Hazardous Substances Data)

Upstream product

• 136918-14-4 phthalimide 
• 1883-19-8 vinyltri-n-butylphosphonium bromide 
• 123-11-5 4-methoxy-benzaldehyde 
• 53484-50-7 (E)-p-methoxy-cinnamyl alcohol 
• 85-44-9 phthalic anhydride 
• 5428-09-1 3-phthalimido-1-propene 
• 100-66-3 methoxybenzene 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 696-62-8 para-iodoanisole 

Downstream Products

• 20850-13-9 (E)-3-(4-methoxyphenyl)prop-2-en-1-amine 
• 1601479-93-9 (Z)-2-(2,3-bis(4-methoxyphenyl)allyl)isoindoline-1,3-dione 
• 1000979-69-0 4-methyl-N-[(2E)-3-(4-methoxyphenyl)-2-propenyl]benzenesulfonamide 
• 1616356-71-8 N-(1-(1,3-dioxoisoindolin-2-yl)-3-(4-methoxyphenyl)propan-2-yl)-1,1,1-trifluoromethanesulfonamide 
• 1446122-88-8 1-(1,3-dioxoisoindolin-2-yl)-3-(4-methoxyphenyl)propan-2-yl acetate 

Relevant articles and documents

Organocatalytic Synthesis of Oxazolines and Dihydrooxazines from Allyl-Amides: Bypassing the Inherent Regioselectivity of the Cyclization

A selective and efficient methodology for the construction of either oxazolines or dihydrooxazines from the corresponding allyl-amides is reported. Bypassing the inherent selectivity of the cyclization and depending on the substitution pattern of the substrate, a selective epoxidation-cyclization was developed leading to either the five-membered or the six-membered ring, upon simple and complementary reaction conditions. The cyclization products were obtained in good to excellent yields and high selectivities. (Figure presented.).

Rhodium/Yanphos-Catalyzed Asymmetric Interrupted Intramolecular Hydroaminomethylation of trans-1,2-Disubstituted Alkenes

The first interrupted asymmetric hydroaminomethylation reaction was developed. The challenging trans-1,2-disubstituted olefins were employed as substrates, and a series of valuable chiral pyrrolidinones and pyrrolidines were obtained in high yields with high regioselectivities and excellent enantioselectivities. Several synthetic transformations were conducted, demonstrating the high synthetic utility of our method. A creative route for the synthesis of vernakalant and Enablex was also developed.

Construction of 3-arylpropylamines using Heck arylations. the total synthesis of cinacalcet hydrochloride, alverine, and tolpropamine

New synthetic routes toward the commercial drugs cinacalcet hydrochloride, alverine, and tolpropamine were developed using a Heck-Matsuda arylation as the key-step. Several reaction conditions were evaluated for the Heck-Matsuda reaction using allylamine derivatives and arenediazonium salts. For cinacalcet hydrochloride, N-formylamide provided the best result, furnishing the synthetic target in a very high overall yield (75% over five steps). For alverine, the best results were obtained using a double Heck-Matsuda strategy, providing alverine in an excellent overall yield (69%) from N-acetyl diallylamine in three steps. Tolpropamine was synthesized in a 46% yield over five steps using an efficient reductive Heck-Matsuda arylation between p-bromo-methylcinnamate with 3-chloro tolyldiazonium salt, generating the ,diaryl propionate that was converted to tolpropamine.