2483-57-0 Usage
Description
Methyl nitroacetate is a clear yellow liquid that serves as a versatile chemical intermediate in the synthesis of various organic compounds. It is known for its ability to participate in a range of chemical reactions, making it a valuable component in the field of organic chemistry.
Uses
Used in Organic Synthesis:
Methyl nitroacetate is used as a chemical intermediate for the synthesis of aromatic and heteroaromatic linear (E)-α-nitro-arylpentenoates. Its reactivity and functional groups make it suitable for creating a variety of complex organic molecules.
Used in the Preparation of Phenyliodonium Ylide:
Methyl nitroacetate is utilized in the preparation of phenyliodonium ylide, which is an important intermediate in organic chemistry, particularly in the formation of cyclopropanes and other cyclic compounds.
Used in Copper(I)-Catalyzed Cyclopropanation:
Methyl nitroacetate is employed in the highly enantioselective and diastereoselective copper(I)-catalyzed cyclopropanation of alkenes. This reaction is crucial for the synthesis of biologically active compounds and pharmaceuticals, as it allows for the creation of chiral cyclopropane rings with high selectivity.
Used in the Production of Methyl (Z)-2-Nitro-3-(4-Nitrophenyl)-2-Propenoate:
Methyl nitroacetate is also used in the production of methyl (Z)-2-nitro-3-(4-nitrophenyl)-2-propenoate through its reaction with 4-nitrobenzylideneaniline. Methyl nitroacetate finds applications in various chemical and pharmaceutical processes, further highlighting the versatility of methyl nitroacetate in organic synthesis.
Synthesis Reference(s)
The Journal of Organic Chemistry, 25, p. 266, 1960 DOI: 10.1021/jo01072a606
Check Digit Verification of cas no
The CAS Registry Mumber 2483-57-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,4,8 and 3 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 2483-57:
(6*2)+(5*4)+(4*8)+(3*3)+(2*5)+(1*7)=90
90 % 10 = 0
So 2483-57-0 is a valid CAS Registry Number.
InChI:InChI=1/C3H5NO4/c1-8-3(5)2-4(6)7/h2H2,1H3
2483-57-0Relevant articles and documents
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Finkbeiner,H.L.,Wagner,G.W.
, p. 215 - 217 (1963)
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REDUCTION OF CHLORO- AND BROMONITROACETATE ESTERS
Yurtanov, A. I.,Naidovskii, E. S.,Belov, Yu. P.,Martynov, I. V.
, p. 1076 - 1077 (1987)
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Matthews,Kubler
, p. 266,268 (1960)
First chemoenzymatic synthesis of (+)-2-carboxypyrrolidine-3-acetic acid, the nucleus of kainoid amino acids
Felluga, Fulvia,Forzato, Cristina,Nitti, Patrizia,Pitacco, Giuliana,Ghelfi, Franco,Valentin, Ennio
experimental part, p. 112 - 118 (2012/02/16)
The distinctive nucleus of kainoid amino acids, (2S,3R)-(+)-2- carboxypyrrolidine- 3-acetic acid 6, was synthesized by a chemoenzymatic process, exploiting the diastereomeric cis/ trans methyl pyroglutamate derivatives 10a-c/11a-c as key intermediates. These mixtures, when subjected to a kinetic resolution mediated by α-chymotrypsin, reacted diastereo-, regio-, and enantioselectively to give the trans derivatives (+)-10a-c possessing the correct (2S,3R) configuration. Subsequently, the desired product (2S,3R)-(+)-6 could be obtained after well-established transformations.
