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043278
Ethyl (Hydroxyimino)cyanoacetate
CAS Number: 3849-21-6
Molecular Formula: C5H6N2O3
Molecular Weight: 142.12
MDL Number: MFCD00002112
Structure of Ethyl (Hydroxyimino)cyanoacetate
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043278-25g
 $30.00 
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043278-100g
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043278-500g
 $225.00 
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A coupling reagent for peptide synthesis whose coupling efficiency in solid and liquid phase peptide coupling is superior to HOBt, and at least comparable to HOAt 1. Has a remarkable capacity to inhibit racemization as an additive in carbodiimide mediated amide bond formation 2Also used in resin-to-resin acyl- and aminoacyl-transfer reactions as oxime supports 3.
Advantages of ethyl (hydroxyimino)cyanoacetate include 2: non-explosive replacement for HOBt and HOAt;outperforms HOAt in sterically demanding peptide bond formation;suitable for carbodiimide mediated peptide coupling; less epimerization than HOBt in fragment condensation reactions.

1. Chem.–Eur. J. 2009, 15, 9394
2. Chem.–Eur. J. 2009, 15, 9404
3. J. Am. Chem. Soc.1999, 121, 1636
Properties
Purity: 98%
Bp:
Mp: 130-132°
Density:
Refractive Index:
Safety
RTECS:
Risk Statements:
Safety Statements: 22-24/25
MSDS: See MSDS