122079-53-2

Basic information

• Product Name: methyl 1-phenylpyrrolidine-3-carboxylate
• Synonyms: methyl 1-phenylpyrrolidine-3-carboxylate
• CAS NO: 122079-53-2
• Molecular Weight: 205.257
• Mol File: 122079-53-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: methyl 1-phenylpyrrolidine-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 1-phenylpyrrolidine-3-carboxylate(122079-53-2)
• EPA Substance Registry System: methyl 1-phenylpyrrolidine-3-carboxylate(122079-53-2)

Safety Data

• Hazardous Substances Data: 122079-53-2(Hazardous Substances Data)

Upstream product

• 64320-92-9 methyl 5-oxo-1-phenylpyrrolidine-3-carboxylate 
• 62-53-3 aniline 
• 39629-86-2 5-oxo-1-phenyl-3-pyrrolidinecarboxylic acid 
• 97-65-4 2-methylenesuccinic acid 
• 93-90-3 N-(2-hydroxyethyl)-N-methylaminobenzene 
• 122-98-5 2-Anilinoethanol 
• 103-01-5 N-Phenylglycine 
• 115011-74-0 N-phenyloxazolidin-5-one 
• 292638-85-8 acrylic acid methyl ester 

Downstream Products

• 933709-26-3 1-phenylpyrrolidine-3-carboxylic acid 

Relevant articles and documents

1-CYANO-PYRROLIDINE DERIVATIVES AS DUB INHIBITORS

The present invention relates to novel compounds and methods for the manufacture of inhibitors of deubiquitylating enzymes (DUBs). In particular, the invention relates to the inhibition of ubiquitin C-terminal hydrolase 30 or ubiquitin specific peptidase 30 (USP30). The novel compounds have formula (I): (Formula (I)) or are pharmaceutically acceptable salts thereof, wherein: R1a, R1b, R1c, R1d, R1e and R1f each independently represent hydrogen, optionally substituted C1-C6 alkyl or optionally substituted C3-C4 cycloalkyl, or R1b and R1c together form an optionally substituted C3-C6 cycloalkyl ring, or R1d and R1e together form an optionally substituted C3-C6 cycloalkyl ring; R2 represents hydrogen or optionally substituted C1-C6 alkyl; A represents an optionally further substituted 5 to 10 membered monocyclic or bicyclic heteroaryl, heterocyclyl or aryl ring; L represents a covalent bond or linker; B represents an optionally substituted 3 to 10 membered monocyclic or bicyclic heterocyclyl, heteroaryl, cycloalkyl or aryl ring; and when -A-L-B is at position x attachment to A is via a carbon ring atom of A, and either: A cannot be triazolopyridazinyl, triazolopyridinyl, imidazotriazinyl, imidazopyrazinyl or pyrrolopyrimidinyl; or B cannot be substituted with phenoxyl; or B cannot be cyclopentyl when L is an oxygen atom.

Palladium-catalyzed intramolecular carbene insertion into C(sp3)-H bonds

A palladium-catalyzed carbene insertion into C(sp3)-H bonds leading to pyrrolidines was developed. The coupling reaction can be catalyzed by both Pd0 and PdII, is regioselective, and shows a broad functional group tolerance. This reaction is the first example of palladium-catalyzed C(sp3)-C(sp3) bond assembly starting from diazocarbonyl compounds. DFT calculations revealed that this direct C(sp3)-H bond functionalization reaction involves an unprecedented concerted metalation-deprotonation step. Pd in action: Palladium has been used to catalyze the C(sp3)-H insertion of metal carbenoids derived from α-diazoesters to form pyrrolidines through intramolecular assembly of C(sp3)-C(sp3) bonds. A reaction mechanism involving a metalation-deprotonation step instead of the usual concerted but asynchronous process is proposed.

Parent and N-substitued azomethine ylides from α-amino acids and formaldehyde. An easy access to 2,5-unsubstituted pyrrolidines. Evidence for oxazolidin-5-ones as direct precursor of these reactive intermediates

Formaldehyde reacts with α-amino acids and electron deficient alkenes to produce pyrrolidines.Azomethine ylides involved as intermediates in these reactions have been generated from isolated oxazolidin-5-ones which can be considered as the direct precursors of these ylides.