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

CAS Number
10236-14-3
Synonyms
4-Phosphonocrotonic acid triethyl ester
Triethyl trans-4-phosphono-2-butenoate

Stock No. Size Price ($) Quantity Availability
A10995-09 10g 84.90
A10995-14 25g 162.00
A10995-30 250g 1335.00
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Triethyl 4-phosphonocrotonate, cis + trans, 94%

MDL
MFCD00009192

Chemical Properties

Formula
C10H19O5P
Formula Weight
250.23
Boiling Point
133-135°/0.4mm
Flash Point
>110°(230°F)
Density
1.130
Refractive Index
1.4550
Storage & Sensitivity
Ambient temperatures.

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.

Literature References

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).

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

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

Precautionary Statements: P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Harmonized Tariff Code
2931.39
TSCA
No

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