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439606 Sigma-Aldrich

Diallyl N,N-diisopropylphosphoramidite

Synonym: N,N-Bis(1-methylethyl)phosphoramidous acid di-2-propenyl ester, Diallyloxy(diisopropylamino)phosphine

  • CAS Number 126429-21-8

  • Linear Formula [(CH3)2CH]2NP(OCH2CH=CH2)2

  • Molecular Weight 245.30

  •  Beilstein Registry Number 4383514

  •  MDL number MFCD00216647

  •  PubChem Substance ID 24867522

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Properties

Related Categories Building Blocks, Chemical Synthesis, Organic Building Blocks, Phosphoramidites, Phosphorus Compounds More...
InChI Key   QBLCHHSGJTUNSJ-UHFFFAOYSA-N
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

Description

Packaging

1 g in glass bottle

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

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
UN 1993C 3 / PGIII
WGK Germany 
3
Flash Point(F) 
89.6 °F
Flash Point(C) 
32 °C

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Protocols & Articles
Peer-Reviewed Papers
15

References

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