3849-21-6 | Ethyl cyanoglyoxylate-2-oxime

Packsize	Purity	Availability	Price	Discounted Price
25g	98%	in stock	$8.00	$5.00
100g	98%	in stock	$16.00	$11.00
500g	98%	in stock	$42.00	$29.00

Description

• Catalog Number: AB46105
• Chemical Name: Ethyl cyanoglyoxylate-2-oxime
• CAS Number: 3849-21-6
• Molecular Formula: C5H6N2O3
• Molecular Weight: 142.1127
• MDL Number: MFCD00002112
• SMILES: CCOC(=O)/C(=N/O)/C#N
• NSC Number: 137667

Computed Properties

• Complexity: 200
• Covalently-Bonded Unit Count: 1
• Defined Bond Stereocenter Count: 1
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 5
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 3
• XLogP3: 1.3

Upstream Synthesis Route

Ethyl 2-cyano-2-(hydroxyimino)acetate, a versatile compound used in chemical synthesis, serves as a key building block for the creation of various pharmaceuticals, agrochemicals, and specialty chemicals. Its unique molecular structure enables it to participate in a wide range of reactions, offering opportunities for the synthesis of diverse organic compounds.
This compound is often employed in the preparation of heterocyclic compounds, which are essential motifs in numerous biologically active molecules. Additionally, Ethyl 2-cyano-2-(hydroxyimino)acetate can be utilized in the formation of amides, esters, and other functional groups, providing synthetic chemists with valuable flexibility in designing and constructing complex organic molecules. Its presence in the arsenal of chemists highlights its importance as a versatile and indispensable tool for modern synthetic chemistry.

Literature

• Selective esterifications of primary alcohols in a water-containing solvent.

  Organic letters 20120921

• Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

  Bioorganic & medicinal chemistry letters 20101101

• Sulfonate esters of 1-hydroxypyridin-2(1H)-one and ethyl 2-cyano-2-(hydroxyimino)acetate (oxyma) as effective peptide coupling reagents to replace 1-hydroxybenzotriazole and 1-hydroxy-7-azabenzotriazole.

  Chemical & pharmaceutical bulletin 20100401

• COMU: a third generation of uronium-type coupling reagents.

  Journal of peptide science : an official publication of the European Peptide Society 20100101