62624-45-7

Basic information

• Product Name: 2-Pyrrolidinone, 4-phenyl-, (4S)-
• CAS NO: 62624-45-7
• Molecular Formula: C10H11NO
• Molecular Weight: 161.203
• Mol File: 62624-45-7.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: 2-Pyrrolidinone, 4-phenyl-, (4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrrolidinone, 4-phenyl-, (4S)-(62624-45-7)
• EPA Substance Registry System: 2-Pyrrolidinone, 4-phenyl-, (4S)-(62624-45-7)

Safety Data

• Hazardous Substances Data: 62624-45-7(Hazardous Substances Data)

Upstream product

• 1198-97-6 4-phenylpyrrolidin-2-one 
• 852051-16-2 (S)-(-)-4-nitro-3-phenylbutanoic acid 
• 71657-86-8 (3R,4S)-2-oxo-4-phenyl-pyrrolidine-3-carboxylic acid 
• 1431854-78-2 C₁₂H₁₆O₃ 
• 1431854-80-6 C₁₃H₁₈O₅S 
• 1431854-82-8 C₁₂H₁₅N₃O₂ 
• 1431854-83-9 C₁₂H₁₇NO₂ 
• 52784-31-3 3-Phenylcyclobutanone 
• 100-42-5 styrene 
• 60066-61-7 ethyl 3-phenyl-4-pentenoate 
• 5703-57-1 3-phenylpent-4-enoic acid 
• 1311201-63-4 (R)-(+)-3-phenyl-4-pentenoic acid ethyl ester 
• 104-54-1 3-Phenylpropenol 
• 102-96-5 (2-nitroethenyl)benzene 

Downstream Products

• 62624-46-8 (S)-(+)-3-phenylpyrrolidine 

Relevant articles and documents

Optical resolution of cyclic amides by inclusion in dehydrocholic acid

Dehydrocholic acid serves as an effective chiral host for the resolution of several five-, six-, and seven-membered cyclic amides by inclusion.

Desymmetrization of Prochiral Cyclobutanones via Nitrogen Insertion: A Concise Route to Chiral γ-Lactams

Asymmetric access to γ-lactams is achieved via a cyclobutanone ring expansion using widely available (1S,2R)-1-amino-2-indanol for chiral induction. Mechanistic analysis of the key N,O-ketal rearrangement reveals a Curtin–Hammett scenario, which enables a downstream stereoinduction (up to 88:12 dr) and is corroborated by spectroscopic, crystallographic, and computational studies. In combination with an easy deprotection protocol, this operationally simple sequence allows the synthesis of a range of optically pure γ-lactams, including those bearing all-carbon quaternary stereocenters. In addition, the formal synthesis of drug molecules baclofen, brivaracetam, and pregabalin further demonstrates the synthetic utility and highlights the general applicability of the presented method.

Highly Enantioselective Synthesis of Chiral γ-Lactams by Rh-Catalyzed Asymmetric Hydrogenation

A Rh/bisphosphine-thiourea (ZhaoPhos) catalytic system has been identified for the straightforward asymmetric synthesis of chiral γ-lactams. A variety of NH free α,β-unsaturated lactams bearing a β-aryl or β-alkyl substituent were smoothly hydrogenated to

Efficient synthesis of β-aryl-γ-lactams and their resolution with (S)-Naproxen: Preparation of (R)- and (S)-Baclofen

An efficient synthesis of enantiomerically-pure β-aryl-γ-lactams is described. The principal feature of this synthesis is the practical resolution of β-aryl-γ-lactams with (S)-Naproxen. The procedure is based on the Michael addition of nitromethane to benzylidenemalonates, which was easily obtained, followed by the reduction of the γ-nitroester in the presence of Raney nickel and the subsequent saponification/decarboxylation reaction. The utility of this methodology was highlighted by the preparation of enantiomerically-pure (R)- and (S)-Baclofen hydrochloride.