DIALLYL N,N-DIISOPROPYLPHOSPHORAMIDITE

DIALLYL N,N-DIISOPROPYLPHOSPHORAMIDITE Basic information
Phophorylating Reagent
Product Name:DIALLYL N,N-DIISOPROPYLPHOSPHORAMIDITE
Synonyms:DIALLYL N,N-DIISOPROPYLPHOSPHORAMIDITE;DIALLYL DIISOPROPYLPHOSPHORAMIDITE;Diallyloxy(diisopropylamino)phosphine;N,N-Bis(1-methylethyl)phosphoramidous acid di-2-propenyl ester;Phosphoramidous acid, N,N-bis(1-methylethyl)-, di-2-propen-1-yl ester;N-bis(prop-2-enoxy)phosphanyl-N-propan-2-ylpropan-2-amine
CAS:126429-21-8
MF:C12H24NO2P
MW:245.3
EINECS:
Product Categories:Organic Building Blocks;Phosphoramidites;Phosphorus Compounds;Building Blocks;Chemical Synthesis;Organic Building Blocks;Phosphorus Compounds
Mol File:126429-21-8.mol
DIALLYL N,N-DIISOPROPYLPHOSPHORAMIDITE Structure
DIALLYL N,N-DIISOPROPYLPHOSPHORAMIDITE Chemical Properties
Boiling point 130 °C(lit.)
density 0.928 g/mL at 25 °C(lit.)
refractive index n20/D 1.456(lit.)
Fp 90 °F
storage temp. 2-8°C
pka4.96±0.70(Predicted)
BRN 4383514
Safety Information
Hazard Codes Xi
Risk Statements 10-36/37/38
Safety Statements 26-36
RIDADR UN 1993 3/PG 3
WGK Germany 3
1-10
MSDS Information
ProviderLanguage
SigmaAldrich English
DIALLYL N,N-DIISOPROPYLPHOSPHORAMIDITE Usage And Synthesis
Phophorylating Reagent

Diallyl N,N-diisopropylphosphoramidite was employed as a phophorylating reagent. It can be used for reactions involved in phosphitylation of alcohols, deallylation for the synthesis of nucleoside phosphoramidite, posphitylation and stereoselective pudovik rearrangement. It can be used for preparation of peptide substrates, rhodamine dyes with phosphorylated CH2OH sites, and 3-[4-(bis-allyloxy- phosphoryloxy)-2(R)-hydroxy-3,3-dimethyl-butyrylamino]-thiopropionic acid-S-propylester and so on. It also involved in the synthesis of pharmacologically active molecules including selective orally active S1P1 agonists, water-soluble prodrugs of triazole CS-758 with antifungal activity, and fostriecin analogs as antitumor agents, and so on

UsesPrecursor involved in the synthesis of pharmacologically active molecules including:• ;Selective orally active S1P1 agonists1• ;Water-soluble prodrugs of triazole CS-758 with antifungal activity2• ;Fostriecin analogs as antitumor agents3Reactant involved in: • ;Phosphitylation of alcohols4• ;Deallylation for the synthesis of nucleoside phosphoramidite5• ;Posphitylation and stereoselective Pudovik rearrangement6
UsesDiallyl N,N-diisopropylphosphoramidite is a reagent used in the synthesis of Leustroducsin B that exhibits large variety of biological activities. It also acts as a reagent in the synthesis of water-soluble prodrugs of triazole CS-758 with antifungal activities.
UsesPrecursor 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
DIALLYL N,N-DIISOPROPYLPHOSPHORAMIDITE Preparation Products And Raw materials
DIALLYL N,N-DIISOPROPYLPHOSPHORAMIDITE DIETHYL N,N-DIISOPROPYLPHOSPHORAMIDITE

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