439606

Diallyl N,N-diisopropylphosphoramidite

• Synonim(y): N,N-Bis(1-methylethyl)phosphoramidous acid di-2-propenyl ester, Diallyloxy(diisopropylamino)phosphine
• Wzór liniowy: [(CH₃)₂CH]₂NP(OCH₂CH=CH₂)₂
• Numer CAS: 126429-21-8
• Masa cząsteczkowa: 245.30
• UNSPSC Code: 12352100
• NACRES: NA.22
• PubChem Substance ID: 24867522
• MDL number: MFCD00216647
• Beilstein/REAXYS Number: 4383514
• Form: liquid

Właściwości

• form: liquid
• Quality Segment: 200
• refractive index: n20/D 1.456 (lit.)
• bp: 130 °C (lit.)
• density: 0.928 g/mL at 25 °C (lit.)
• functional group: amine
• storage temp.: 2-8°C
• SMILES string: CC(C)N(C(C)C)P(OCC=C)OCC=C
• InChI: 1S/C12H24NO2P/c1-7-9-14-16(15-10-8-2)13(11(3)4)12(5)6/h7-8,11-12H,1-2,9-10H2,3-6H3
• InChI key: QBLCHHSGJTUNSJ-UHFFFAOYSA-N

Opis

Application

Diallyl N,N-diisopropylphosphoramidite may be employed as phophorylating reagent in the following studies:

• Preparation of peptide substrates.
• Preparation of rhodamine dyes with phosphorylated CH₂OH sites.
• Synthesis of 3-[4-(bis-allyloxy-phosphoryloxy)-2(R)-hydroxy-3,3-dimethyl-butyrylamino]-thiopropionic acid-S-propylester.

Precursor involved in the synthesis of pharmacologically active molecules including:

• Selective orally active S1P1 agonists
• Water-soluble prodrugs of triazole CS-758 with antifungal activity
• Fostriecin analogs as antitumor agents

Reactant involved in:

• Phosphitylation of alcohols
• Deallylation for the synthesis of nucleoside phosphoramidite
• Posphitylation and stereoselective Pudovik rearrangement

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS02,GHS07
• Słowo ostrzegawcze: Warning
• Kody zagrożeń: H226,H315,H319,H335
• Ostrzeżenia: P210 - P233 - P240 - P241 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
• Narządy docelowe: Respiratory system
• Klasa składowania: 3 - Flammable liquids
• WGK: WGK 3
• Temperatura zapłonu (°F): 89.6 °F - closed cup
• Temperatura zapłonu (°C): 32 °C - closed cup
• PPE (środki ochrony indywidualnej): Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter