82706-23-8

Basic information

• Product Name: (E)-But-2-en-1-yl 2-(2,2,2-trifluoroacetamido)acetate
• Synonyms: (E)-But-2-en-1-yl 2-(2,2,2-trifluoroacetamido)acetate;(E)-but-2-en-1-yl (2,2,2-trifluoroacetyl)glycinate
• CAS NO: 82706-23-8
• Molecular Formula: C8H10F3NO3
• Molecular Weight: 225.1651096
• Mol File: 82706-23-8.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (E)-But-2-en-1-yl 2-(2,2,2-trifluoroacetamido)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-But-2-en-1-yl 2-(2,2,2-trifluoroacetamido)acetate(82706-23-8)
• EPA Substance Registry System: (E)-But-2-en-1-yl 2-(2,2,2-trifluoroacetamido)acetate(82706-23-8)

Safety Data

• Hazardous Substances Data: 82706-23-8(Hazardous Substances Data)

Usage

General Description

(E)-But-2-en-1-yl 2-(2,2,2-trifluoroacetamido)acetate is a chemical compound that belongs to the class of ester compounds. It consists of a but-2-en-1-yl group and a 2-(2,2,2-trifluoroacetamido)acetate group. (E)-But-2-en-1-yl 2-(2,2,2-trifluoroacetamido)acetate is commonly used as a building block in organic synthesis, especially in the production of pharmaceuticals and agrochemicals. It has a variety of applications in the field of medicinal chemistry and is used in the preparation of different synthetic intermediates. Additionally, this compound is known for its versatile reactivity and is used as a key starting material in the formation of various organic molecules.

Upstream product

• 6117-91-5 (E/Z)-2-buten-1-ol 
• 383-70-0 TFA-Gly 
• 4784-77-4 (E)-1-Bromo-2-butene 
• 407-25-0 trifluoroacetic anhydride 
• 1076210-24-6 (E)-but-2-enyl 2-aminoacetate 
• 504-61-0 (E)-but-2-enol 
• 383-69-7 (2,2,2-trifluoro-acetylamino)-acetyl chloride 

Downstream Products

• 1609974-03-9 (Z)-(E)-but-2-en-1-yl 3-methoxy-3-phenylacrylate 
• 1609973-97-8 (E)-(E)-but-2-en-1-yl 3-methoxy-3-phenylacrylate 

Relevant articles and documents

Synthesis of sterically high demanding α-alkylated amino acids via Claisen rearrangement of chelated enolates

Ester enolate Claisen rearrangement of chelated N-protected amino acid allylic esters 1 and 4 results in the formation of α-alkylated γ,δ-unsaturated amino acids 3 and 5 in good yields and in a highly diastereoselective fashion.

Stereoselective synthesis of proline-derived dipeptide scaffolds (prom-3 and prom-7) rigidified in a PPII helix conformation

Following a peptide coupling/metathesis-based strategy, the two diastereomeric scaffolds ProM-3 and ProM-7 were stereoselectively synthesized (as 9-fluorenylmethoxycarbonyl derivatives), and their configuration was unambiguously proven by means of X-ray crystallography. The required dehydroisoleucine building blocks were prepared by applying the enantioselective Kazmaier-Claisen rearrangement. The target compounds represent dipeptide analogs rigidified in a PPII helix conformation, which are of interest for the development of new proteomimetics that selectively bind to protein domains specialized in the recognition of ligands adopting a PPII helix secondary structure. Starting from amino acid building blocks with an olefin side chain, the diastereomeric scaffolds ProM-3 and ProM-7 are synthesized through peptide coupling and ring-closing metathesis. The conformationally defined dipeptide analogs are of interest as building blocks for the synthesis of modular PPII helix secondary structure mimetics as tailored inhibitors of protein-protein interactions. Copyright

Exploration of the molecular origin of the azinomycin epoxide: Timing of the biosynthesis revealed

(Equation Presented) Streptomyces sahachiroi whole cell feeding experiments, utilizing putative precursors labeled with stable isotopes, established that the epoxide unit of the DNA cross-linked agents, azinomycin A and B, proceeds via a valine-dependent pathway and that hydroxylation and dehydration precedes formation of the terminal epoxide. Sodium 3-methyl-2-oxobutenoate, formed through a transimination reaction, was shown to be the penultimate precursor incorporated into the azinomycin epoxide.