67451-43-8

Basic information

• Product Name: DIETHYL 2-(1H-PYRROL-1-YL)MALONATE
• Synonyms: DIETHYL 2-(1H-PYRROL-1-YL)MALONATE
• CAS NO: 67451-43-8
• Molecular Formula: C₁₁H₁₅NO₄
• Molecular Weight: 225.24
• Mol File: 67451-43-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 301.1°C at 760 mmHg
• Flash Point: 135.9°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 0.00108mmHg at 25°C
• Refractive Index: 1.505
• CAS DataBase Reference: DIETHYL 2-(1H-PYRROL-1-YL)MALONATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL 2-(1H-PYRROL-1-YL)MALONATE(67451-43-8)
• EPA Substance Registry System: DIETHYL 2-(1H-PYRROL-1-YL)MALONATE(67451-43-8)

Safety Data

• Hazardous Substances Data: 67451-43-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H15NO4/c1-3-15-10(13)9(11(14)16-4-2)12-7-5-6-8-12/h5-9H,3-4H2,1-2H3

Upstream product

• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 13433-00-6 diethyl aminomalonate hydrochloride 
• 3320-90-9 2,5-diethoxytetrahydrofurane 

Downstream Products

• 147193-85-9 2-benzyloxycarbonylmethyl-2-(pyrrol-1-yl)malonic acid diethyl ester 
• 147193-92-8 2-(4-bromo-2-fluorobenzyl)-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-carboxylic acid ethyl ester 
• 1026386-40-2 4-Carboxymethyl-1,3-dioxo-2-phenyl-1,2,3,4-tetrahydro-pyrrolo[1,2-a]pyrazine-4-carboxylic acid ethyl ester 
• 1025911-44-7 4-Carbamoylmethyl-1,3-dioxo-2-phenyl-1,2,3,4-tetrahydro-pyrrolo[1,2-a]pyrazine-4-carboxylic acid ethyl ester 

Relevant articles and documents

Ex Situ Enantioconvergent Approaches for the Effective Use of Undesired Isomers: Stereochemical Convergence of a Substrate with Multiple Chiral Centers and Recycling of a Decarboxylated Byproduct

Enzyme-mediated kinetic resolution of racemic starting materials is a valuable and convenient tool for the preparation of enantioenriched compounds. To overcome the 50% yield limitation in conventional kinetic resolution, diverse enantioconvergent approaches have been developed. After a brief introduction of the recently developed 'in situ deracemization' and 'ex situ enantioconvergent approach', we present unique ex situ enantioconvergent approaches to solve two difficult cases: 1) In the synthesis of ethyl (3R,4S,5R)-shikimate, a diastereomeric (3R?,4S?,5S?)-substrate containing multiple chiral centers was applied in an enzyme-catalyzed acetylation, and both the enzyme-catalyzed product and unreacted substrate converted into ethyl (3R,4S,5R)-shikimate via partial stereochemical inversions. 2) The enzyme-catalyzed kinetic resolution of a ranirestat precursor and the regeneration of the racemic substrate from a decarboxylated byproduct are described in detail. Since in the latter study, the products spontaneously decarboxylated after hydrolysis of the ester groups, the in situ regeneration of the racemic substrates was of significant difficulty. We successfully installed an ethoxycarbonyl group on the byproduct by ex situ sequential derivatization to overcome the 50% yield limitation. 1 Short Review of Enantioconvergent Approaches 2 Resolution of a Substrate with Multiple Chiral Centers 3 Resolution Based on Enzyme-Mediated Hydrolysis Accompanied by Nonenzymatic C-C Bond Cleavage 4 Conclusions.

Semisynthetic cephalosporins. Synthesis and structure-activity relationships of 7-(1-pyrryl)- and 7-(1-indolyl)acetamidocephalosporin derivatives

A series of 1-pyrrole- and 1-indoleacetamido derivatives of 3-heteroaryl-substituted cephalosporins was prepared. The most active compound in the series was 7[[2-(1-pyrryl)acetyl]amino]-3-[[(1- methyltetrazol-5-yl)thio]-methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0] oct-2-ene-2-carboxylic acid, which showed comparable potency in vitro and in vivo to that of cefazolin, and, in addition, was more potent than cefazolin against Enterobacter sp. and Providencia stuartii.