617-52-7 | Dimethyl itaconate

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$15.00	$10.00
25g	98%	in stock	$16.00	$11.00
100g	98%	in stock	$18.00	$12.00
200g	98%	in stock	$19.00	$13.00
500g	98%	in stock	$20.00	$14.00

Description

• Catalog Number: AB45928
• Chemical Name: Dimethyl itaconate
• CAS Number: 617-52-7
• Molecular Formula: C7H10O4
• Molecular Weight: 158.1519
• MDL Number: MFCD00008446
• SMILES: COC(=O)CC(=C)C(=O)OC
• NSC Number: 9385

Computed Properties

• Complexity: 183
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• XLogP3: 0.5

Literature

• Electrophilic properties of itaconate and derivatives regulate the IκBζ-ATF3 inflammatory axis.

  Nature 20180401

• Itaconate Links Inhibition of Succinate Dehydrogenase with Macrophage Metabolic Remodeling and Regulation of Inflammation.

  Cell metabolism 20160712

• Phosphine-phosphite ligands: chelate ring size vs. activity and enantioselectivity relationships in asymmetric hydrogenation.

  Dalton transactions (Cambridge, England : 2003) 20120821

• Surface modification of PAMAM dendrimer improves its biocompatibility.

  Nanomedicine : nanotechnology, biology, and medicine 20120801

• Asymmetric Rh-catalyzed hydrogenation using a furanoside phosphite-phosphoroamidite and diphosphoroamidite ligand library.

  Dalton transactions (Cambridge, England : 2003) 20120314

• Synthesis and cytotoxic evaluation of novel paraconic acid analogs.

  Bioorganic & medicinal chemistry letters 20111201

• Synthesis of hybrid transition-metalloproteins via thiol-selective covalent anchoring of Rh-phosphine and Ru-phenanthroline complexes.

  Dalton transactions (Cambridge, England : 2003) 20100928

• Novel, tunable, and efficient chiral bisdihydrobenzooxaphosphole ligands for asymmetric hydrogenation.

  Organic letters 20100101

• Chiral diphosphinites derived from 2,2-biphosphole as a new class of stereodynamic ligands for enantioselective hydrogenation.

  Dalton transactions (Cambridge, England : 2003) 20090907

• Novel contributions to the mechanism of the enantioselective hydrogenation of dimethyl itaconate with rhodium complexes.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20080101

• Stereochemical features making deoxycholic acid derived tropos biphenylphosphites efficient chiral ligands for rhodium: the asymmetric hydrogenation of dimethylitaconate as a case study.

  The Journal of organic chemistry 20071026

• Rigid bis-zinc(II) salphen building blocks for the formation of template-assisted bidentate ligands and their application in catalysis.

  Dalton transactions (Cambridge, England : 2003) 20070614

• Catalytic ability of a cationic Ru(II) monochloro complex for the asymmetric hydrogenation of dimethyl itaconate and enamides.

  Inorganic chemistry 20060320

• The role of Keap1 in cellular protective responses.

  Chemical research in toxicology 20051201

• Rh-catalyzed asymmetric hydrogenation of prochiral olefins with a dynamic library of chiral TROPOS phosphorus ligands.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20051104

• Asymmetric hydrogenation using chiral Rh complexes immobilised with a new ion-exchange strategy.

  Organic & biomolecular chemistry 20050421

• PipPhos and MorfPhos: privileged monodentate phosphoramidite ligands for rhodium-catalyzed asymmetric hydrogenation.

  The Journal of organic chemistry 20050204

• C2-symmetric diphosphinite ligands derived from carbohydrates. The strong influence of remote stereocenters on asymmetric rhodium-catalyzed hydrogenation.

  The Journal of organic chemistry 20041029

• Unsymmetrical hybrid ferrocene-based phosphine-phosphoramidites: a new class of practical ligands for Rh-catalyzed asymmetric hydrogenation.

  Organic letters 20040930

• Rhodium catalysed tandem conjugate addition-protonation: an enantioselective synthesis of 2-substituted succinic esters.

  Chemical communications (Cambridge, England) 20040907

• Molecular mechanism activating Nrf2-Keap1 pathway in regulation of adaptive response to electrophiles.

  Free radical biology & medicine 20040515

• A novel class of P-O monophosphite ligands derived from D-mannitol: broad applications in highly enantioselective Rh-catalyzed hydrogenations.

  The Journal of organic chemistry 20040402

• Protection against electrophile and oxidant stress by induction of the phase 2 response: fate of cysteines of the Keap1 sensor modified by inducers.

  Proceedings of the National Academy of Sciences of the United States of America 20040217

• Chiral monophosphites derived from carbohydrate: conformational effect in catalytic asymmetric hydrogenation.

  Organic letters 20031030

• Synthesis of new chiral monodentate phosphite ligands and their use in catalytic asymmetric hydrogenation.

  Organic letters 20031016

• Construction and probing of multisite chiral catalysts: dendrimer fixation of c2-symmetrical diphosphinerhodium complexes.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20020916