320343-60-0

Basic information

• Product Name: (R)-(+)-1-BOC-4-HYDROXY-2-PYRROLIDINONE
• Synonyms: (R)-(+)-1-BOC-4-HYDROXY-2-PYRROLIDINONE;(R)-tert-Butyl 4-hydroxy-2-oxopyrrolidine-1-carboxylate;tert-Butyl (R)-4-hydroxy-2-oxopyrrolidine-1-carboxylate
• CAS NO: 320343-60-0
• Molecular Formula: C₉H₁₅NO₄
• Molecular Weight: 201.2197
• Mol File: 320343-60-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 136-141°C
• Boiling Point: 360.6°C at 760 mmHg
• Flash Point: 171.9°C
• Appearance: /
• Density: 1.254g/cm³
• Vapor Pressure: 1.18E-06mmHg at 25°C
• Refractive Index: 1.517
• Storage Temp.: 2-8°C
• PKA: 13.47±0.20(Predicted)
• CAS DataBase Reference: (R)-(+)-1-BOC-4-HYDROXY-2-PYRROLIDINONE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-1-BOC-4-HYDROXY-2-PYRROLIDINONE(320343-60-0)
• EPA Substance Registry System: (R)-(+)-1-BOC-4-HYDROXY-2-PYRROLIDINONE(320343-60-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-52/53
• Safety Statements: 26-61
• WGK Germany: 3
• Hazardous Substances Data: 320343-60-0(Hazardous Substances Data)

Usage

General Description

(R)-(+)-1-BOC-4-HYDROXY-2-PYRROLIDINONE is a chemical compound used in organic synthesis and pharmaceutical research. It is a derivative of pyrrolidinone, a five-membered lactam ring, and features a BOC (tert-butyloxycarbonyl) protecting group on the nitrogen atom. The BOC group serves to protect the amine functionality, enabling selective reactions and allowing for the synthesis of complex molecules. (R)-(+)-1-BOC-4-HYDROXY-2-PYRROLIDINONE is commonly used as a building block in the preparation of various biologically active compounds and pharmaceutical intermediates. Its stereochemistry, as a chiral compound, is essential for the synthesis of enantiomerically pure molecules, making it an important tool in asymmetric synthesis. Furthermore, its hydroxy group can be used as a versatile handle for further derivatization in organic chemical reactions.

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-/m1/s1

Upstream product

• 228267-20-7 tert-butyl (R)-4-((tert-butyldimethylsilyl)oxy)-2-oxopyrrolidine-1-carboxylate 
• 536976-91-7 4-benzyloxy-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 85909-08-6 tert-butyl 2-oxopyrrolidine-1-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 536976-74-6 (R)-4-[tert-butyl(diphenyl)silanyloxy]-2-oxopyrrolidine-1-carboxylic acid tert-butyl ester 
• 1027162-08-8 4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 536976-76-8 2-[1-(2-bromo-ethyl)-allyl]-4-(tert-butyl-diphenyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 536976-92-8 4-(tert-butyl-diphenyl-silanyloxy)-2-[1-(2-hydroxy-ethyl)-allyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 536976-88-2 4-(tert-butyl-diphenyl-silanyloxy)-2-{1-[2-(4-methoxy-benzyloxy)-ethyl]-allyl}-pyrrolidine-1-carboxylic acid tert-butyl ester 

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.

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