Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C4H6O3 |
| Molecular Weight | 102.0886 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCOC(=O)C=O
InChI
InChIKey=DBPFRRFGLYGEJI-UHFFFAOYSA-N
InChI=1S/C4H6O3/c1-2-7-4(6)3-5/h3H,2H2,1H3
| Molecular Formula | C4H6O3 |
| Molecular Weight | 102.0886 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| 4-(Piperidin-1-yl)-4H-benzo[b]tetra-zolo[1,5-d][1,4]diazepin-5(6H)-one. | 2010-12-04 |
|
| Kinetics and products of gas-phase reactions of ozone with methyl methacrylate, methyl acrylate, and ethyl acrylate. | 2010-08-19 |
|
| Polymeric ethyl glyoxylate in an asymmetric aldol reaction catalyzed by diarylprolinol. | 2010-07-02 |
|
| A straightforward three-component synthesis of alpha-amino esters containing a phenylalanine or a phenylglycine scaffold. | 2010-04-16 |
|
| Lewis Acid catalyzed three-component hetero-Diels-alder (povarov) reaction of N-arylimines with strained norbornene-derived dienophiles. | 2010-02-05 |
|
| Catalytic asymmetric three-component Mannich-type reaction of alkenyl trichloroacetates. | 2009-11-19 |
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| Synthesis of (S)- and (R)-5-oxo-piperazine-2-carboxylic acid and its application to peptidomimetics. | 2009-11-06 |
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| Highly efficient asymmetric synthesis of 3-indolyl(hydroxy)acetates via Friedel-Crafts alkylation of indoles. | 2009-09-04 |
|
| Asymmetric petasis reactions catalyzed by chiral biphenols. | 2008-06-04 |
|
| Organocatalytic synthesis of beta-alkylaspartates via beta-lactone ring opening. | 2007-10-12 |
|
| Enol esters: versatile substrates for Mannich-type multicomponent reactions. | 2007-10-11 |
|
| Highly enantioselective carbonyl-ene reactions catalyzed by a hindered silyl-salen-cobalt complex. | 2007-09-27 |
|
| The first organocatalytic carbonyl-ene reaction: isomerisation-free C-C bond formations catalysed by H-bonding thio-ureas. | 2007-09-14 |
|
| Enantioselective reductive coupling of 1,3-enynes to glyoxalates mediated by hydrogen: asymmetric synthesis of beta,gamma-unsaturated alpha-hydroxy esters. | 2007-09-13 |
|
| A rapid divergent synthesis of highly substituted delta-lactones. | 2006-10-12 |
|
| Synthesis of novel keto-ACE analogues as domain-selective angiotensin I-converting enzyme inhibitors. | 2006-09-01 |
|
| Alpha-hydroxy esters via enantioselective hydrogen-mediated C-C coupling: regiocontrolled reactions of silyl-substituted 1,3-diynes. | 2006-08-17 |
|
| 2-Methyl-(1Z,3E)-butadiene-1,3,4-tricarboxylic acid, "isoprenetricarboxylic acid". | 2005-09-02 |
|
| Domino coupling relay approach to polycyclic pyrrole-2-carboxylates. | 2005-08-10 |
|
| Self-supported heterogeneous titanium catalysts for enantioselective carbonyl-ene and sulfoxidation reactions. | 2005-07-04 |
|
| Diastereoselective reductive imino-aldol reaction of alpha-imino esters promoted by titanium tetraiodide: synthesis of alpha,beta-diamino esters. | 2005-06-21 |
|
| Synthetic studies toward ecteinascidin 743. | 2005-05-27 |
|
| Synthesis of the C11-C29 fragment of amphidinolide F. | 2004-10-14 |
|
| New taxane derivatives: synthesis of baccatin[14,1-d]furan-2-one nucleus and its condensation with the norstatine side chain. | 2004-10-01 |
|
| Solid-phase synthesis of 1-substituted tetrahydroisoquinoline derivatives employing BOC-protected tetrahydroisoquinoline carboxylic acids. | 2004-07-13 |
|
| Highly diastereo- and enantioselective reactions of enecarbamates with ethyl glyoxylate to give optically active syn and anti alpha-alkyl-beta-hydroxy imines and ketones. | 2004-06-21 |
|
| The Direct catalytic asymmetric cross-Mannich reaction: a highly enantioselective route to 3-amino alcohols and alpha-amino acid derivatives. | 2004-04-19 |
|
| Highly enantioselective Friedel-Crafts reaction of aromatic amines with ethyl glyoxylate catalyzed by chiral titanium(IV) complexes: practical synthesis of aminomandelic acid derivatives. | 2004-01-09 |
|
| Polymer-supported bisBINOL ligands for the immobilization of multicomponent asymmetric catalysts. | 2003-07-24 |
|
| A convenient and scalable synthesis of ethyl N-[(2-Boc-amino)ethyl]glycinate and its hydrochloride. Key intermediates for peptide nucleic acid synthesis. | 2003-02-21 |
|
| C(2)-symmetric Sc(III)-complexes as chiral Lewis acids. Catalytic enantioselective aldol additions to glyoxylate esters. | 2002-10-03 |
|
| On the intermediates in chiral bis(oxazoline)copper(II)-catalyzed enantioselective reactions--experimental and theoretical investigations. | 2002-04-15 |
|
| Cycloaddition reaction of 2-azadienes derived from beta-amino acids with electron-rich and electron-deficient alkenes and carbonyl compounds. Synthesis of pyridine and 1,3-oxazine derivatives. | 2002-04-05 |
| Substance Class |
Chemical
Created
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admin
on
Edited
Mon Mar 31 19:54:23 GMT 2025
by
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on
Mon Mar 31 19:54:23 GMT 2025
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| Record UNII |
IXX9MQ1J1I
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| Record Status |
Validated (UNII)
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