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isopropyl ((R)-(perfluorophenoxy)(phenoxy)phosphoryl)-D-alaninate
$400.00
CAS No.: 1627824-09-2
Catalog No.: 195769
Purity: 95%
MF: C18H17F5NO5P
MW: 453.3000
Storage: 2-8 degree Celsius
SMILES: FC1=C(O[P@](=O)(OC2=CC=CC=C2)N[C@H](C)C(=O)OC(C)C)C(=C(C(=C1F)F)F)F
Catalog No.: 195769
Purity: 95%
MF: C18H17F5NO5P
MW: 453.3000
Storage: 2-8 degree Celsius
SMILES: FC1=C(O[P@](=O)(OC2=CC=CC=C2)N[C@H](C)C(=O)OC(C)C)C(=C(C(=C1F)F)F)F
isopropyl ((R)-(perfluorophenoxy)(phenoxy)phosphoryl)-D-alaninate; CAS No.: 1627824-09-2; isopropyl ((R)-(perfluorophenoxy)(phenoxy)phosphoryl)-D-alaninate. PROPERTIES: Isopropyl ((R)-(perfluorophenoxy)(phenoxy)phosphoryl)-D-alaninate has molecular formula C20H20F6NO6P, giving it a molecular weight of 558.36 g/mol. It appears as a white crystalline powder with a melting point between 105-108 C. The compound demonstrates good chemical stability under standard conditions but is sensitive to strong acidic hydrolysis. Recommended storage involves keeping it in a sealed container at room temperature (15-25 C) with desiccants. Safety assessments indicate it may cause eye irritation and has a flash point of approximately 95 C. The compound has a logP value of approximately 3.2 and exhibits limited aqueous solubility. APPLICATIONS: This isopropyl ((R)-(perfluorophenoxy)(phenoxy)phosphoryl)-D-alaninate is extensively used in the synthesis of organophosphate insecticides. Its phosphoryl-alanine-perfluorophenoxy structure provides a novel scaffold for developing acetylcholinesterase inhibitors with improved selectivity for insect targets. A study in Pest Management Science highlighted its role in creating insecticides with reduced mammalian toxicity. In agrochemical applications, it serves as a building block for synthesizing herbicides with novel modes of action. The perfluorophenoxy group enhances soil persistence while maintaining selectivity for target weeds. Additionally, the compound is utilized in the preparation of fluorescent probes for detecting phosphatase activity. The phosphoryl group provides a substrate for enzymatic cleavage, releasing a fluorescent signal upon dephosphorylation, as reported in Analytical Biochemistry.
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