117924-33-1

Basic information

• Product Name: Di-tert-butyl N,N-diethylphosphoramidite
• Synonyms: DI-T-BUTYL N,N-DIETHYLPHOSPHORAMIDITE;DI-TERT-BUTYL DIETHYLPHOSPHORAMIDITE;DI-TERT-BUTYL N,N-DIETHYLPHOSPHORAMIDITE;DI-TERT-BUTYL-N,N-DIETHYLPHOSPHOROAMIDITE;DI-TERT-BUTYL DIETHYLPHOSPHORAMIDITE, TE CH., 93%;Phosphoramidous acid, diethyl-, bis(1,1-dimethylethyl) ester;Diethyl diethylphosphoramidite;N,N-Diethyl-phosphoraMidous Acid Bis(1,1-diMethylethyl) Ester
• CAS NO: 117924-33-1
• Molecular Formula: C₁₂H₂₈NO₂P
• Molecular Weight: 249.33
• Product Categories: Phospholipids - 13C & 2H;Regant series;Phosphorylating and Phosphitylating Agents;Organic Building Blocks;Phosphoramidites;Phosphorus Compounds;Building Blocks;Chemical Synthesis;Organic Building Blocks;Phosphorus Compounds;OLED materials,pharm chemical,electronic
• Mol File: 117924-33-1.mol

Chemical Properties

• Boiling Point: 39-41 °C0.3 mm Hg(lit.)
• Flash Point: 173 °F
• Appearance: Clear colourless liquid
• Density: 0.896 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.104mmHg at 25°C
• Refractive Index: n20/D 1.434(lit.)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• PKA: 4.41±0.70(Predicted)
• Water Solubility: Hydrolyzes in water. Soluble in chloroform and methanol.
• Sensitive: Moisture Sensitive
• Stability: Moisture Sensitive
• BRN: 4175262
• CAS DataBase Reference: Di-tert-butyl N,N-diethylphosphoramidite(CAS DataBase Reference)
• NIST Chemistry Reference: Di-tert-butyl N,N-diethylphosphoramidite(117924-33-1)
• EPA Substance Registry System: Di-tert-butyl N,N-diethylphosphoramidite(117924-33-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 4.4-10-21
• Hazardous Substances Data: 117924-33-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Di-tert-butyl N,N-diethylphosphoramidite is used as a phosphitylating agent for the synthesis of water-soluble phosphate prodrugs of 1-propargyl-8-styrylxanthine derivatives. These derivatives are a2a-selective adenosine receptor antagonists, which have potential applications in the treatment of various diseases and conditions.
Used in Organic Chemistry:
Di-tert-butyl N,N-diethylphosphoramidite is used as a reagent for the efficient phosphorylative conversion of alcohols into their corresponding dibenzylphosphorotriesters. This conversion is essential in the synthesis of various organic compounds and has significant implications in the development of new drugs and materials.

InChI:InChI=1/C12H28NO2P/c1-9-13(10-2)16(14-11(3,4)5)15-12(6,7)8/h9-10H2,1-8H3

Upstream product

• 118818-64-7 tetraethyldiamidophosphorous acid tert-butyl ester 
• 118818-65-8 tert-butyl diethylphosphoramidochloridite 
• 1069-08-5 diethylphosphoramidous dichloride 
• 75-65-0 tert-butyl alcohol 
• 78543-77-8 phosphorochloridous acid di-tert-butyl ester 
• 109-89-7 diethylamine 
• 15205-62-6 tri(tert-butyl)phosphite 

Downstream Products

• 118235-07-7 N^α-(t-butoxycarbonyl)-O-(di-t-butylphosphono)serine 4-nitrobenzyl ester 
• 148692-00-6 2'-O-(di-tert-butoxyphosphoryl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-6-N-benzoyladenosine 
• 148692-02-8 2'-O-(di-tert-butoxyphosphoryl)-3',5'-O-(di-tert-butylsilanediyl)-6-N-benzoyladenosine 
• 129221-68-7 tert-butyl (diethylamido)phenylthiocarbamoylphosphonate 
• 37173-17-4 Benzyl di-tert-butyl phosphate 
• 98057-60-4 di-t-butyl phenyl phosphate 
• 1053648-88-6 Phosphoric acid (4aR,6R,7R,7aR)-6-(3-benzoyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-di-tert-butyl-tetrahydro-furo[3,2-d][1,3,2]dioxasilin-7-yl ester di-tert-butyl ester 
• 174909-46-7 Phosphoric acid di-tert-butyl ester 5-formyl-2-methoxy-phenyl ester 

Relevant articles and documents

The study of phosphoramidite as O-phosphitylation agent and its reactivity

O-phosphorylated peptide and amino acid are important in living system. In this paper, Dialkyl-N,N-dialkyl phosphoramidites (DDPA) 3 were synthesized using two methods. The reaction of DDPA with the hydroxyl group of the corresponding amino acids in the presence of tetrazole, followed by oxidation, gave O-phosphoryl amino acid methyl esters in a good yield. A systematical study of the reactivity of DDPA was presented too.

Synthesis of combretastatin A-4 prodrugs and trans-isomers thereof

The present invention relates to novel water-soluble, stable derivatives of combretastatin A-4, and novel synthesis methods therefore. The combretastatin A-4 prodrugs described herein appear to be useful in the treatment of neoplastic disease.

Synthesis of Casein-Related Peptides and Phosphopeptides. VII. The efficient Synthesis of Ser(P)-Containing peptides by the Use of Boc-Ser(PO3R2)-OH Derivatives

A new approach to the synthesis of Ser(PO3R2)-containing peptides by using five protected Boc-Ser(PO3R2)-OH (R = phenyl, ethyl, methyl, benzyl, t-butyl) derivatives is described.The five Boc-protected derivatives are prepared by a simple three-step synthe

Di-tert-butyl N,N-Diethylphosphoramidite. A New Phosphitylating Agent for the Efficient Phosphorylation of Alcohols

Alkyl and aryl di-tert-butyl phosphates were prepared in high yields by the 1H-tetrazole-promoted phosphitylation of alkyl and aryl alcohols with di-tert-butyl N,N-diethylphosphoramidite, followed by oxidation of the resultant alkyl and aryl di-tert-butyl