DIALLYL DIISOPROPYLPHOSPHORAMIDITE

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

Molecular Weight: 245.30. Empirical Formula: C₁₂H₂₄NO₂P. linearFormula: [(CH₃)₂CH]₂NP(OCH₂CH: CH₂)₂. form: liquid. Quality Level: 200. refractive index: n20/D 1.456 (lit.). bp: 130 . °C (lit.). density: 0.928 . g/mL . at 25 . °C (lit.). 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. Pictograms: GHS02,GHS07. Signal Word: Warning. Hazard Statements: H226 - H315 - H319 - H335. Precautionary Statements: P210 - P233 - P240 - P241 - P303 + P361 + P353 - P305 + P351 + P338. Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3. Target Organs: Respiratory system. Storage Class Code: 3 - Flammable liquids. WGK: WGK 3. Flash Point(F): 89.6 °F - closed cup. Flash Point(C): 32 °C - closed cup. Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter.