195525-48-5

Basic information

• Product Name: 2-Pyrrolidinone,4-amino-5-(hydroxymethyl)-,(4S,5S)-(9CI)
• Synonyms: 2-Pyrrolidinone,4-amino-5-(hydroxymethyl)-,(4S,5S)-(9CI)
• CAS NO: 195525-48-5
• Molecular Formula: C5H10N2O2
• Molecular Weight: 0
• Product Categories: AMINEPRIMARY;PYRROLIDINE
• Mol File: 195525-48-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Pyrrolidinone,4-amino-5-(hydroxymethyl)-,(4S,5S)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrrolidinone,4-amino-5-(hydroxymethyl)-,(4S,5S)-(9CI)(195525-48-5)
• EPA Substance Registry System: 2-Pyrrolidinone,4-amino-5-(hydroxymethyl)-,(4S,5S)-(9CI)(195525-48-5)

Safety Data

• Hazardous Substances Data: 195525-48-5(Hazardous Substances Data)

Upstream product

• 195525-47-4 (+)-(2S,3S)-3-O,N-dibenzylhydroxyl-2-hydroxymethyl-5-oxopyrrolidine 
• 166765-36-2 (2R,5S)-7-ethoxycarbonyl-8-oxo-2-phenyl-1-aza-3-oxa-bicyclo[3.3.0]oct-6-ene 

Relevant articles and documents

Pyrrolidinones derived from (S)-pyroglutamic acid. Part 3. β-Aminopyrrolidinones

The conjugate addition of activated nitrogen nucleophiles, such as hydroxylamine and hydrazine derivatives, to α, β-unsaturated bicyclic lactam 1a gave the corresponding β-amino products 9a-g in good yield and excellent diastereo- selectivity. These products can be manipulated to afford enantiopure β-aminopyrrolidinones of potential application as conformationally-constrained, substituted glutamate templates of well-defined stereochemistry.

Conjugate addition of nitrogen nucleophiles to an α,β-unsaturated pyrrolidinone

The conjugate addition of nitrogen nucleophiles to α,β-unsaturated lactam 1b under very mild conditions occurs in good yield with high diastereoselectivity. Deprotection provides a simple access to β-aminopyrrolidinones in excellent overall yield.