439606

Diallyl N,N-diisopropylphosphoramidite

• Sinónimos: N,N-Bis(1-methylethyl)phosphoramidous acid di-2-propenyl ester, Diallyloxy(diisopropylamino)phosphine
• Fórmula lineal: [(CH₃)₂CH]₂NP(OCH₂CH=CH₂)₂
• Número de CAS: 126429-21-8
• Peso molecular: 245.30
• Beilstein/REAXYS Number: 4383514
• MDL number: MFCD00216647
• UNSPSC Code: 12352100
• PubChem Substance ID: 24867522
• NACRES: NA.22

Propiedades

• 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

Descripción

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

Información de seguridad

• pictograms: GHS02,GHS07
• signalword: Warning
• hcodes: H226,H315,H319,H335
• pcodes: 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: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 89.6 °F - closed cup
• flash_point_c: 32 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter