320343-58-6

Basic information

• Product Name: (S)-(+)-1-BOC-4-HYDROXY-2-PYRROLIDINONE
• Synonyms: (S)-(+)-1-BOC-4-HYDROXY-2-PYRROLIDINONE;(4S)-4-Hydroxy-2-oxo-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester;(S)-tert-butyl 4-hydroxy-2-oxopyrrolidine-1-carboxylate
• CAS NO: 320343-58-6
• Molecular Formula: C9H15NO4
• Molecular Weight: 201.2197
• Mol File: 320343-58-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 360.583°C at 760 mmHg
• Flash Point: 171.875°C
• Appearance: /
• Density: 1.254g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.517
• Storage Temp.: 2-8°C
• PKA: 13.47±0.20(Predicted)
• CAS DataBase Reference: (S)-(+)-1-BOC-4-HYDROXY-2-PYRROLIDINONE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-1-BOC-4-HYDROXY-2-PYRROLIDINONE(320343-58-6)
• EPA Substance Registry System: (S)-(+)-1-BOC-4-HYDROXY-2-PYRROLIDINONE(320343-58-6)

Safety Data

• Hazardous Substances Data: 320343-58-6(Hazardous Substances Data)

Usage

General Description

(S)-(+)-1-BOC-4-HYDROXY-2-PYRROLIDINONE is a chemical compound that belongs to the class of pyrrolidinone compounds. It is a derivative of 4-hydroxy-2-pyrrolidinone and is commonly used as a building block in organic synthesis. The compound is often used as a reagent in the production of various pharmaceuticals and agrochemicals due to its versatile reactivity and stability. Its BOC (tert-butyloxycarbonyl) protecting group helps to enhance its stability and facilitates its use in the synthesis of complex molecules. The compound is known for its chiral properties, making it an important intermediate in the production of chiral compounds for medicinal and chemical applications.

InChI:InChI=1/C9H15NO4/c1-9(2,3)14-8(13)10-5-6(11)4-7(10)12/h6,11H,4-5H2,1-3H3/t6-/m0/s1

Upstream product

• 924-49-2 DL-4-amino-3-hydroxybutyric acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 73602-61-6 triethylamine tris(hydrogen fluoride) 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 320343-59-7 (S)-N-tert-butoxycarbonyl-4-tert-butyldimethylsilyloxy-pyrrolidin-2-one 
• 536976-91-7 4-benzyloxy-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 228267-20-7 tert-butyl (R)-4-((tert-butyldimethylsilyl)oxy)-2-oxopyrrolidine-1-carboxylate 
• 85909-08-6 tert-butyl 2-oxopyrrolidine-1-carboxylate 

Downstream Products

• 141293-14-3 N-(tert-butoxycarbonyl)pyrrol-2(5H)-one 

Relevant articles and documents

Synthesis of nature product kinsenoside analogues with anti-inflammatory activity

Kinsenoside is the major bioactive component from herbal medicine with a broad range of pharmacological functions. Goodyeroside A, an epimer of kinsenoside, remains less explored. In this report we chemically synthesized kinsenoside, goodyeroside A and their analogues with glycan variation, chirality inversion at chiral center(s), and bioisosteric replacement of lactone with lactam. Among these compounds, goodyeroside A and its mannosyl counterpart demonstrated superior anti-inflammatory efficacy. Furthermore, goodyeroside A was found to suppresses inflammatory through inhibiting NF-κB signal pathway, effectively. Structure-activity relationship is also explored for further development of more promising kinsenoside analogues as drug candidates.

First total synthesis of a new pyrrolizidine alkaloid, amphorogynine A

An efficient and stereodefined strategy is described for the first asymmetric synthesis of a new type of pyrrolizidine alkaloids, amphorogynine A and its 1-epi-isomer. The key 2,4-disubstituted pyrrolidine ring was constructed by elaboration of the chiral

Preparation of (S)-N-Substituted 4-Hydroxy-pyrrolidin-2-ones by Regio- and Stereoselective Hydroxylation with Sphingomonas sp. HXN-200

formula presented Enantiopure (S)-N-substituted 4-hydroxy-pyrrolidin-2-ones have been prepared for the first time by regio- and stereoselective hydroxylation of the corresponding pyrrolidin-2-ones by use of a biocatalyst. Hydroxylation of 6 and 8 with Sph