32597

Diallyl N,N-diisopropylphosphoramidite

technical, ~90% (GC)

• Synonym(s): N,N-Bis(1-methylethyl)phosphoramidous acid di-2-propenyl ester, Diallyloxy(diisopropylamino)phosphine
• Linear Formula: [(CH₃)₂CH]₂NP(OCH₂CH=CH₂)₂
• CAS Number: 126429-21-8
• Molecular Weight: 245.30
• Beilstein: 4383514
• MDL number: MFCD00216647
• UNSPSC Code: 12352100

Properties

• grade: technical
• Assay: ~90% (GC)
• refractive index: n20/D 1.456 (lit.); n20/D 1.456
• 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

Description

Application

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

Other Notes

Reagent used for the phosphorylation of alcohols