145414-30-8

Basic information

• Product Name: 2-Pyrrolidinone, 5-(azidomethyl)-, (5S)-
• CAS NO: 145414-30-8
• Molecular Formula: C5H8N4O
• Molecular Weight: 140.145
• Mol File: 145414-30-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-Pyrrolidinone, 5-(azidomethyl)-, (5S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrrolidinone, 5-(azidomethyl)-, (5S)-(145414-30-8)
• EPA Substance Registry System: 2-Pyrrolidinone, 5-(azidomethyl)-, (5S)-(145414-30-8)

Safety Data

• Hazardous Substances Data: 145414-30-8(Hazardous Substances Data)

Upstream product

• 17342-08-4 (S)-Pyroglutaminol 

Downstream Products

• 533923-40-9 (S)-2-Azidomethyl-5-oxo-pyrrolidine-1-carboxylic acid benzyl ester 
• 1231233-11-6 (S)-5-(azidomethyl)-2-phenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate 
• 1269473-11-1 (S)-5-(azidomethyl)-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium chloride 
• 1269473-12-2 (S)-5-(aminomethyl)-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium chloride 
• 1269473-13-3 C₁₅H₂₀N₃O⁽¹⁺⁾*Cl^(1-) 
• 1269473-18-8 (S)-2-mesityl-5-((2-methyl-5-phenyl-1H-pyrrol-1-yl)methyl)-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium chloride 
• 1269473-19-9 (S)-5-((2-(3,5-dimethylphenyl)-5-methyl-1H-pyrrol-1-yl)methyl)-2-mesityl-6,7-dihydro-5Hpyrrolo[2,1-c][1,2,4]triazol-2-ium chloride 
• 1269473-20-2 (S)-2-mesityl-5-((2-(4-methoxyphenyl)-5-methyl-1H-pyrrol-1-yl)methyl)-6,7-dihydro-5Hpyrrolo[2,1-c][1,2,4]triazol-2-ium chloride 
• 1269473-24-6 (S)-5-((2-(3,5-bis(trifluoromethyl)phenyl)-5-methyl-1H-pyrrol-1-yl)methyl)-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium chloride 
• 1269473-27-9 (S)-5-((2-(3,5-di-tert-butylphenyl)-5-methyl-1H-pyrrol-1-yl)methyl)-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium chloride 
• 1269473-29-1 (S)-2-mesityl-5-((2-methyl-1H-pyrrol-1-yl)methyl)-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium chloride 
• 1269473-30-4 (S)-2-mesityl-5-((2-phenyl-1H-pyrrol-1-yl)methyl)-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium chloride 
• 1269473-31-5 (S)-2-mesityl-5-((2-(4-methoxyphenyl)-1H-pyrrol-1-yl)methyl)-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium chloride 
• 1269473-32-6 (S)-5-((2-(3,5-bis(trifluoromethyl)phenyl)-1H-pyrrol-1-yl)methyl)-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium chloride 

Relevant articles and documents

PD-1/PD-L1 INHIBITORS

Compounds and methods of using said compounds singly or in combination with additional agents and compositions of said compounds for the treatment of cancer are disclosed Formula (I)

Synthesis of a series of ω-dimethylaminoalkyl substituted ethylenediamine ligands for use in enantioselective catalysis

The title compounds H2NCH((CH2)nNMe2)CH2NH2 L1-L4 (n = 1-4) are efficiently synthesized in enantiopure form. The commercial starting materials, l-asparagine, (S)-5-hydroxymethyl-2-pyrrolidinone, and (S)-6-(((benzyloxy)carbonyl)-amino)-2-((tert-butoxycarbonyl)amino)hexanoic acid, are elaborated in 6-9 standard steps to give L1 (18% overall), L2 (13%), L3 (36%) and L4 (38%) or the corresponding tris(hydrochloric acid) salts [H3NCH((CH2)nNHMe2)CH2NH3]3+ 3Cl-, which are preferable for long term storage. The sequences make use of isobutyl carbamate, Cbz, and Boc protecting groups and Hofmann type rearrangements; the dimethylamino groups are introduced at late stages, either via reductive dimethylations or nucleophilic displacements involving mesylates and HNMe2. L1-L4 chelate to [Co(en)2]3+ fragments to give octahedral complexes that catalyze numerous enantioselective reactions.

Late-stage diversification of chiral N-heterocyclic-carbene precatalysts for enantioselective homoenolate additions

A library of chiral triazolium salts has been prepared by late-state diversification of a triazolium amine salt. By utilizing a primary amine as a functional handle, a single triazolium salt can be transformed into a variety of chiral N-heterocyclic carbene precatalysts. This approach makes the preparation of chiral N-heterocyclic carbenes possible by a single-step modification of a triazolium salt, rather than the usual need for multistep organic synthesis and challenging heterocycle formation for each member of a catalyst library. We have screened these catalysts for control of diastereo- and enantioselectivity in a γ-lactam-forming reaction between α,β-unsaturated aldehydes and cyclic ketimines. Saving the best for last: Enantioselective homoenolate additions have been hindered by the challenge of synthesizing N-mesityl-substituted azolium salts. A library of pyrrole-functionalized chiral triazolium salts was prepared by direct modification of the preformed azolium core. Copyright