1426821-11-5

Basic information

• Product Name: BOC-OxyMa Ethyl 2-(tert-ButoxycarbonyloxyiMino)-2-cyanoacetate
• Synonyms: BOC-OxyMa Ethyl 2-(tert-ButoxycarbonyloxyiMino)-2-cyanoacetate;(2E)-2-Cyano-2-[[[(1,1-dimethylethoxy)carbonyl]oxy]imino]acetic acid ethyl ester;Boc-Oxyma
• CAS NO: 1426821-11-5
• Molecular Formula: C10H14N2O5
• Molecular Weight: 242.22856
• Mol File: 1426821-11-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 290.5±23.0℃ (760 Torr)
• Flash Point: 129.5±22.6℃
• Appearance: /
• Density: 1.14±0.1 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: BOC-OxyMa Ethyl 2-(tert-ButoxycarbonyloxyiMino)-2-cyanoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-OxyMa Ethyl 2-(tert-ButoxycarbonyloxyiMino)-2-cyanoacetate(1426821-11-5)
• EPA Substance Registry System: BOC-OxyMa Ethyl 2-(tert-ButoxycarbonyloxyiMino)-2-cyanoacetate(1426821-11-5)

Safety Data

• Hazardous Substances Data: 1426821-11-5(Hazardous Substances Data)

Usage

General Description

BOC-OxyMa, also known as Ethyl 2-(tert-ButoxycarbonyloxyiMino)-2-cyanoacetate, is a chemical compound commonly used in organic synthesis and pharmaceutical research. It is a derivative of cyanoacetic acid, containing a protecting group (tert-butoxycarbonyl or BOC) and an amino group (OxyMa). BOC-OxyMa Ethyl 2-(tert-ButoxycarbonyloxyiMino)-2-cyanoacetate is often utilized as a reagent for the introduction of the OxyMa-protected amino group into various molecules, allowing for controlled and selective functionalization. BOC-OxyMa is important in drug development and peptide synthesis, and its versatile chemistry makes it a valuable building block in the field of organic chemistry.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 3849-21-6 ethyl cyanoglyoxylate-2-oxime 

Relevant articles and documents

Synthesis and Explosion Hazards of 4-Azido- l -phenylalanine

A reliable, scalable, cost-effective, and chromatography-free synthesis of 4-azido-l-phenylalanine beginning from l-phenylalanine is described. Investigations into the safety of the synthesis reveal that the Ullman-like Cu(I)-catalyzed azidation step does not represent a significant risk. The isolated 4-azido-l-phenylalanine product, however, exhibits previously undocumented explosive characteristics.

Ethyl 2-(tert-butoxycarbonyloxyimino)-2-cyanoacetate (Boc-Oxyma) as coupling reagent for racemization-free esterification, thioesterification, amidation and peptide synthesis

Here we report the synthesis and utility of ethyl 2-(tert- butoxycarbonyloxyimino)-2-cyanoacetate (Boc-Oxyma) as an efficient coupling reagent for racemization-free esterification, thioesterification, amidation reactions and peptide synthesis that uses equimolar amounts of acids and alcohols, thiols, amines or amino acids, respectively. Its application to solid phase as well as solution phase peptide synthesis is also demonstrated and a mechanistic investigation is discussed. Boc-Oxyma is similar to the well known coupling agent COMU {1-[1-cyano-2-ethoxy-2-oxoethylideneaminooxy)- dimethylaminomorpholino] uronium hexafluorophosphate} in terms of its high reactivity and mechanism of action. However, it is not only much easier to prepare, but also to recover and reuse, thereby generating far less chemical waste.