53133-41-8

Basic information

• Product Name: 4-(benzylamino) but-3-en-2-one
• Synonyms: 4-(benzylamino) but-3-en-2-one
• CAS NO: 53133-41-8
• Molecular Weight: 175.23
• Mol File: 53133-41-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-(benzylamino) but-3-en-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(benzylamino) but-3-en-2-one(53133-41-8)
• EPA Substance Registry System: 4-(benzylamino) but-3-en-2-one(53133-41-8)

Safety Data

• Hazardous Substances Data: 53133-41-8(Hazardous Substances Data)

Upstream product

• 4652-27-1 4-methoxy-3-buten-2-one 
• 100-46-9 benzylamine 
• 625-34-3 3-oxobutyraldehyde 

Downstream Products

• 79901-29-4 (Z)-4-Benzylamino-3-pyrrolidin-1-ylmethyl-but-3-en-2-one 
• 79901-28-3 (E)-4-Benzylamino-3-pyrrolidin-1-ylmethyl-but-3-en-2-one 
• 79901-37-4 (Z)-4-Benzylamino-3-morpholin-4-ylmethyl-but-3-en-2-one 
• 79901-36-3 (E)-4-Benzylamino-3-morpholin-4-ylmethyl-but-3-en-2-one 
• 79901-41-0 (Z)-3-Azepan-1-ylmethyl-4-benzylamino-but-3-en-2-one 
• 79901-40-9 (E)-3-Azepan-1-ylmethyl-4-benzylamino-but-3-en-2-one 
• 79901-59-0 1-(1-Benzyl-3-tert-butyl-1,2,3,4-tetrahydro-pyrimidin-5-yl)-ethanone 
• 23645-88-7 N-benzyl-5-acetyl-3,4-dihydropyridin-2-one 
• 1620644-81-6 1-benzyl-4-(5,6-dimethoxy-1-oxo-2,3-dihydro-1H-inden-2-yl) methyl-1,4-dihydropyridine-3-acetyl 
• 1373319-70-0 methyl 5-methyl-1,3-diphenyl-1H-pyrrole-2-carboxylate 
• 1338468-23-7 (E)-tert-butyl benzyl(3-oxobut-1-en-1-yl)carbamate 
• 1620644-87-2 N-[2-(3-acetyl-1-benzyl-pyridin-1-ium-4-yl)ethyl]-3,4-dimethoxy-N-phenyl-benzamide 2,3-dichloro-5,6-dicyano-4-oxo-cyclohex-1,5-dien-1-olate 
• 1620644-83-8 N-[2-(3-acetyl-1-benzyl-4H-pyridin-4-yl)ethyl]-3,4-dimethoxy-N-phenyl-benzamide 
• 1620644-82-7 N-[(3-acetyl-1-benzyl-1,4-dihydropyridin-4-yl)methyl]-3,4-dimethoxy-N-phenylbenzamide 

Relevant articles and documents

Construction of Hydroxylated Alkaloids (+/-)-Mannonolactam, (+/-)-Deoxymannojirimycin, and (+/-)-Prosopinine through Aza-Annulation

The aza-annulation of β-enamino carbonyl substrates with acrylate derivatives provides an efficient and convenient route for the regioselective construction of δ-lactams.This two-step ring-forming sequence involved initial generation of the benzyl enamine through either a condensation or conjugate addition reaction with BnNH2, followed by aza-annulation with acryloyl chloride or acrylic anhydride.Controlled by the rigid framework of the intermediate lactam, introduction of ring substituents was accomplished with high relative stereoselectivity.The carbonyl functionality, which was necessary to direct the regioselectivity of the aza-annulation reaction, was then transformed into a protected hydroxyl substituent through Baeyer-Villiger oxidation.The resultant δ-lactam product was used as a valuable intermediate in the synthesis of three natural products.Subsequent modification of this δ-lactam gave the naturally occurring α-mannosidase inhibitors (+/-)-mannonolactam and (+/-)-deoxymannojirimycin, while synthesis of the alkaloid (+/-)-prosopinine was accomplished through homologation of the lactam carbonyl.

OXIDISABLE PYRIDINE DERIVATIVES, THEIR PREPARATION AND USE AS ANTI-ALZHEIMER AGENTS

A compound of formula (I) in which the dotted lines indicate the presence of at least one double bond; n = 0 to 4; R3 and R4 are H, or when n = 1, R3 and R4 can also form together a double bond between the carbon atoms, and m = 0, 1 or 2, Z is CH or N or Z is C and - CHR3- is =CH- linked by the double bond to cyclopentanone; or - (-)m- is absent, and Z is NH, >N-alkyl, >N-phenyl, >N-benzyl or >N heteroaryl; R8 is alkyl, aryl or heteroaryl which can be optionally substituted; EWG represents an electron withdrawing group selected from the group comprising COOR, COSR, CONRR', CN, COR, CF3, SOR, SO2R, SONRR', SO2NRR', NO2, halogen, heteroaryl; and the pharmaceutical salts and stereisomers thereof. The compounds of formula (I) are potent in the treatment of neurodegenerative diseases such as Alzheimer's disease.