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10236-14-3 - Triethyl 4-phosphonocrotonate, cis + trans, 94% - 4-Phosphonocrotonic acid triethyl ester - Triethyl trans-4-phosphono-2-butenoate - A10995 - Alfa Aesar

A10995 Triethyl 4-phosphonocrotonate, cis + trans, 94%

Numéro CAS
10236-14-3
Synonymes
4-Phosphonocrotonic acid triethyl ester
Triethyl trans-4-phosphono-2-butenoate

Dimensions Prix ($) Quantité Disponibilité
10g 81,90
25g 157,00
250g 1308,00
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Triethyl 4-phosphonocrotonate, cis + trans, 94%

MDL
MFCD00009192

Propriétés chimiques

Formule
C10H19O5P
Poids formulaire
250.23
Point d'ébullition
133-135°/0.4mm
Point d'éclair
>110°(230°F)
Densité
1.130
Indice de réfraction
1.4550

Applications

Triethyl 4-phosphonocrotonate is used as a reactant for iminodipropionic acid as a leaving group for DNA polymerization by HIV-1 reverse transcriptase, orally bioavailable GPR40 agonist synthesis, preparation of mGlu4R agonists and synthesis of fluoroketone inhibitors of group VIA calcium-independent phospholipase A2.

Notes

Stable under recommended storage conditions. Incompatible with oxidizing agents.

Références bibliographiques

Xiao-Ping Song; Camille Bouillon; Eveline Lescrinier; Piet Herdewijn. Iminodipropionic acid as the leaving group for DNA polymerization by HIV-1 reverse transcriptase. ChemBioChem. 2011, 12,(12), 1868-1880.

 

George Kokotos; Yuan-Hao Hsu; John E.Burke; Constantinos Baskakis; Christoforos G.Kokotos; Victoria Magrioti; Edward A.Dennis. Potent and selective fluoroketone inhibitors of group VIA calcium-independent phospholipase A2. Journal of medicinal and pharmaceutical chemistry. 2010, 53,(9), 3602-3610.

Wadsworth-Emmons reaction with carbonyl compounds leads to conjugated dienoic esters. Use of LiHMDS or LDA as base results in a high proportion of the (E,E)-isomer: J. Am. Chem. Soc., 100, 3599 (1978).

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Mentions de prudence: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Code tarifaire harmonisé
2931.90
TSCA
No

Recommandé

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Catalyseurs

Analytique et matériel de laboratoire