124988-44-9

Basic information

• Product Name: (R)-ETHYL 2-AZIDOPROPANOATE
• Synonyms: (R)-ETHYL 2-AZIDOPROPANOATE
• CAS NO: 124988-44-9
• Molecular Formula: C₅H₉N₃O₂
• Molecular Weight: 0
• Mol File: 124988-44-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-ETHYL 2-AZIDOPROPANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-ETHYL 2-AZIDOPROPANOATE(124988-44-9)
• EPA Substance Registry System: (R)-ETHYL 2-AZIDOPROPANOATE(124988-44-9)

Safety Data

• Hazardous Substances Data: 124988-44-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
(R)-Ethyl 2-azidopropanoate is used as a reagent for the introduction of azido groups into molecules, which is crucial in the synthesis of various pharmaceutical compounds. Its application is particularly significant in the development of drugs with potential anti-cancer and anti-viral properties.
Used in Organic Synthesis:
In the field of organic synthesis, (R)-Ethyl 2-azidopropanoate is used as a versatile reagent to introduce azido groups into target molecules. This functionality is essential for creating a wide range of chemical products, including those with potential applications in the pharmaceutical, chemical, and materials science industries.
Used in Research and Development:
(R)-Ethyl 2-azidopropanoate is also employed in research and development settings, where its reactivity and ability to introduce azido groups make it a valuable tool for exploring new chemical reactions and synthesizing novel compounds with potential applications in various fields.
Used in Chemical Education:
In educational settings, particularly in chemistry courses and laboratories, (R)-Ethyl 2-azidopropanoate can be used as a teaching aid to demonstrate the principles of organic synthesis and the importance of reagent selection in achieving specific chemical transformations.

Upstream product

• 27770-99-6 R(-)-octyl tosylate 
• 1082742-90-2 C₁₄H₁₅NO₅S 
• 63696-99-1 (S)-ethyl 2-(methylsulfonyloxy)propanoate 
• 57057-80-4 ethyl (S)-2-[[(4-methylphenyl)sulfonyl]oxy]propanoate 
• 687-47-8 (S)-Ethyl lactate 

Downstream Products

• 52056-82-3 C₈H₁₆N₂O₃ 
• 35590-65-9 (3S,6R)-3,6-dimethylpiperazine-2,5-dione 

Relevant articles and documents

Stereoretentive halogenations and azidations with titanium(IV) enabled by chelating leaving groups

Titaniumdoes it again! With the help of nucleophile-assisting leaving groups (NALGs), alkyl bromides, iodides, and, for the first time, azides are obtained from sulfonates withcomplete retention of configuration. Critical to the design of these new titanium(IV) reactions has been the use of NALGs which are thought to chelate the Lewis acid reagent in the transition state promoting an SNi-type mechanism. (Chemical Equation Presented)

CsF in organic synthesis. Inversion of secondary mesylates and tosylates

Clean inversion of secondary mesylates and tosylates is effected by CsF in DMF. A variety of oxygen-, sulfur-, nitrogen-, and carbon-nucleophiles are employable. The reaction conditions have been optimized. The use of CsF in DMF is crucial and the reaction proceeds on the surface of solid CsF. It is suggested that hydrogen bonding between CsF and an active hydrogen of nucleophiles is responsible for the smooth reaction. Cesium carbonate fails to give rise to high specificity of inversion indicative of superiority of CsF.

Direct Conversion of Activated Alcohols to Azides Using Diphenyl Phosphorazidate. A Practical Alternative to Mitsunobu Conditions

Fourteen alcohols were converted to their corresponding azides with inversion of configuration using diphenyl phosphorazidate and DBU.

Zinc Azide Mediated Mitsunobu Substitution. An Expedient Method for the One-Pot Azidation of Alcohols

In the presence of the diisopropyl azodicarboxylate/triphenylphosphine couple, alcohols react with zinc azide/bis-pyridine complex to give various azides via a Mitsunobu-type substitution.

Preparation of amino acid derivatives

A hydroxy-carboxylate ester is converted to an amino-acid-amide by replacement of the --OH group with --N3, via, e.g., CH3 SO2 Cl and NaN3 ; reacting with amine to convert the ester to amide; and hydrogenating --N3 to --NH2. The present process alleviates the conventional use of blocking-deblocking procedures.