32548-24-6

Basic information

• Product Name: 3H-Pyrrolizin-3-one, hexahydro-
• Synonyms: Hexahydropyrrolizin-3-one;pyrrolizidin-3-one;1,2,5,6,7,8-hexahydro-3H-pyrrolizin-3-one;3H-Pyrrolizin-3-one,hexahydro;Hexahydro-3H-pyrrolizin-3-one;Hexahydro-pyrrolizin-3-on;3-pyrrolizidone
• CAS NO: 32548-24-6
• Molecular Formula: C7H11NO
• Molecular Weight: 125.17
• Mol File: 32548-24-6.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 3H-Pyrrolizin-3-one, hexahydro-(CAS DataBase Reference)
• NIST Chemistry Reference: 3H-Pyrrolizin-3-one, hexahydro-(32548-24-6)
• EPA Substance Registry System: 3H-Pyrrolizin-3-one, hexahydro-(32548-24-6)

Safety Data

• Hazardous Substances Data: 32548-24-6(Hazardous Substances Data)

Upstream product

• 673-66-5 7-amino-heptanoic acid lactam 
• 128238-43-7 2,2,2-trifluoro-N-(4-hydroxy-butyl)-acetamide 
• 137232-81-6 2,2,2-trifluoro-N-(4-oxobutyl)acetamide 
• 34610-37-2 Pyrrolizin-3-one 
• 1017802-42-4 methyl (E)-3-(6'-ethoxy-5',6'-dihydro-4'H-1',2'-oxazin-3'-yl)propenoate 
• 1119-51-3 bromopentene 
• 59378-82-4 N-(tert-butoxycarbonyl)pyrrolidine-2-carboxaldehyde 
• 170491-63-1 N-Boc-prolinol 
• 499968-83-1 ethyl 4-azido-7-bromoheptanoate 
• 190734-68-0 methyl 1-[(1,1-dimethylethoxy)carbonyl]-2-pyrrolidinepropanoate 
• 24420-11-9 1-allyl-pyrrolidine 
• 292638-85-8 acrylic acid methyl ester 
• 123-75-1 pyrrolidine 
• 33304-34-6 1,2-dihydropyrrolizin-3-one 

Downstream Products

• 643-20-9 pyrrolizidine 

Relevant articles and documents

A new access to pyrrolizidine derivatives: Ring contraction of methyl (E)-[1,2-oxazin-3-yl]propenoates

Nitrosoalkene 2 generated in situ from oxime 3 underwent smooth hetero Diels-Alder reaction with enol ethers 1 to afford 1,2-oxazine derivatives 4 bearing an exocyclic C=C bond. Methoxyallene 8 and 2 provided 6H-1,2-oxazine 10 in good overall yield. The exocyclic double bond of this type of 1,2-oxazines can be employed for addition reactions as demonstrated by dihydroxylation of 4a with potassium permanganate, smoothly delivering 1,2-diol 11. A reductive cascade reaction involving ring cleavage at the N-O bond followed by cyclization steps furnished pyrrolizidinone derivatives 12 in good yields. In the case of 12b this transformation proceeded with excellent stereoselectivity. Finally, the lactam moiety of 12 could be reduced with borane to provide the corresponding pyrrolizidine derivatives 19 in good yield. Georg Thieme Verlag Stuttgart.

Hydrogenation of pyrrolizin-3-ones; New routes to pyrrolizidines

Pyrrolizin-3-ones (e.g.1) can be easily hydrogenated to their hexahydro (pyrrolizidin-3-one) derivatives in the presence of heterogeneous catalysts. Good diastereoselectivity (up to >97:3, depending on catalysts and solvent) can be achieved if the pyrroli

Evaluation of pyrrolidin-2-imines and 1,3-thiazolidin-2-imines as inhibitors of nitric oxide synthase

Syntheses and evaluation of pyrrolidin-2-imines and 1,3-thiazolidin-2- imines as inhibitors of nitric oxide synthase (NOS) are discussed. An extensive SAR was established for pyrrolidin-2-imines class of compounds. The amidines came out as the most potent inhibitors in addition to displaying selectivity.