130761-99-8

Basic information

• Product Name: 1-N-CBZ-3-PYRROLIDINONE
• Synonyms: BENZYL 3-OXOPYRROLIDINE-1-CARBOXYLATE;3-OXO-PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ESTER;3-OXO-1-PYRROLIDINECARBOXYLIC ACID, PHENYLMETHYL ESTER;1-Z-3-PYRROLIDINONE;1-CARBOBENZYLOXY-3-PYRROLIDINONE;1-CBZ-3-PYRROLIDINONE;N-CBZ-3-PYRROLIDINONE;3-Oxocyclopentanecarboxylic acid phenylmethyl ester
• CAS NO: 130761-99-8
• Molecular Formula: C₁₃H₁₄O₃
• Molecular Weight: 219.24
• Mol File: 130761-99-8.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 341℃
• Flash Point: >230 °F
• Appearance: /
• Density: 1.1897 g/mL at 25 °C
• Refractive Index: n20/D 1.5410
• CAS DataBase Reference: 1-N-CBZ-3-PYRROLIDINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-N-CBZ-3-PYRROLIDINONE(130761-99-8)
• EPA Substance Registry System: 1-N-CBZ-3-PYRROLIDINONE(130761-99-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22-40
• Safety Statements: 23-24/25-36/37
• WGK Germany: 2
• Hazardous Substances Data: 130761-99-8(Hazardous Substances Data)

Usage

General Description

1-N-CBZ-3-Pyrrolidinone, also known as N-tert-butoxycarbonyl-3-pyrrolidinone, is a chemical compound commonly used in the synthesis of pharmaceuticals and agrochemicals. It is a nontoxic, white crystalline powder with a melting point of 74-77°C. 1-N-CBZ-3-PYRROLIDINONE is used as a reagent in the production of various drugs and organic compounds due to its versatile and reactive nature. It serves as a key intermediate in the manufacturing process of drugs such as racetam and oxiracetam, as well as in the production of compounds used in the agricultural industry. With its importance in the production of various pharmaceutical and agrochemical products, 1-N-CBZ-3-Pyrrolidinone plays a crucial role in the synthesis of many important compounds.

Upstream product

• 98-78-2 3-Oxo-cyclopentanecarboxylic acid 
• 100-39-0 benzyl bromide 
• 100-51-6 benzyl alcohol 
• 916736-76-0 benzyl 3-hydroxycyclopentanecarboxylate 

Downstream Products

• 128095-32-9 (±)-cis-benzyl 3-hydroxycyclopentane-1-carboxylate 
• 1233927-24-6 3-phenylaminocyclopentanecarboxylic acid benzyl ester 
• 1309166-43-5 benzyl 3-allyl-3-hydroxycyclopentanecarboxylate 
• 1309166-45-7 benzyl 3-hydroxy-3-(3-hydroxypropyl)cyclopentanecarboxylate 
• 1309166-47-9 benzyl 1-oxaspiro[4.4]nonane-7-carboxylate 
• 916736-73-7 benzyl 3,3-difluoro-1-hydroxycyclopentanecarboxylate 
• 916736-25-9 N-((1R)-1-{5-[5-chloro-3-fluoro-2-(2-methyl-2H-tetrazol-5-yl)phenyl]-3-fluoropyridin-2-yl}ethyl)-3,3-difluoro-1-hydroxycyclopentanecarboxamide 

Relevant articles and documents

3-(1H-PYRAZOL-4-YL)PYRIDINE ALLOSTERIC MODULATORS OF THE M4 MUSCARINIC ACETYLCHOLINE RECEPTOR

The present invention is directed to pyrazol-4-yl-pyridine compounds which are allosteric modulators of the M4 muscarinic acetylcholine receptor. The present invention is also directed to uses of the compounds described herein in the potential treatment or prevention of neurological and psychiatric disorders and diseases in which M4 muscarinic acetylcholine receptors are involved. The present invention is also directed to compositions comprising these compounds. The present invention is also directed to uses of these compositions in the potential prevention or treatment of such diseases in which M4 muscarinic acetylcholine receptors are involved.

Symmetry-Driven Strategy for the Assembly of the Core Tetracycle of (+)-Ryanodine: Synthetic Utility of a Cobalt-Catalyzed Olefin Oxidation and α-Alkoxy Bridgehead Radical Reaction

Ryanodine (1) is a potent modulator of intracellular calcium release channels, designated as ryanodine receptors. The exceptionally complex molecular architecture of 1 comprises a highly oxygenated pentacyclic system with eleven contiguous stereogenic centers, which makes it a formidable target for organic synthesis. We identified the embedded C2-symmetric tricyclic substructure within 1. This specific recognition permitted us to design a concise synthetic route to enantiopure tricycle 9 by utilizing a series of pairwise functionalizations. The four tetrasubstituted carbon centers of 9 were effectively constructed by three key reactions, a dearomatizing Diels-Alder reaction, the kinetic resolution of the obtained racemic 14 through asymmetric methanolysis, and the transannular aldol reaction of the eight-membered diketone 10. A new combination of cobalt-catalyzed hydroperoxidation and NfF-promoted elimination enabled conversion of the hindered olefin of 9 into the corresponding ketone, thus realizing the desymmetrization. Finally, the tetrasubstituted carbon was stereospecifically installed by utilizing the α-alkoxy bridgehead radical to deliver the core tetracycle 7 with the six contiguous tetrasubstituted carbon centers. Consequently, the present work not only accomplishes efficient assembly of four out of the five fused rings of 1, but also develops two new powerful methodologies: two-step ketone formation and bridgehead radical reaction.

Substituted pyrazolo-piperazines as casein kinase 1 δ/ε inhibitors

The invention provides compounds of Formula (I): and pharmaceutically acceptable salts thereof. The compounds of Formula (I) inhibit protein kinase activity thereby making them useful as anticancer agents.