Dibenzyl diethylphosphoramidite

Base Information

• Chemical Name: Dibenzyl diethylphosphoramidite
• CAS No.: 67746-43-4
• Molecular Formula: C18H24NO2P
• Molecular Weight: 317.368
• European Community (EC) Number: 626-223-9
• DSSTox Substance ID: DTXSID40407973
• Nikkaji Number: J970.888J
• Wikidata: Q72463597
• Mol file: 67746-43-4.mol

Synonyms:DIBENZYL DIETHYLPHOSPHORAMIDITE;67746-43-4;Dibenzyl N,N-diethylphosphoramidite;N-bis(phenylmethoxy)phosphanyl-N-ethylethanamine;Dibenzyl N,N-Diethylphosphoramidite, Technical Grade;SCHEMBL386616;Phosphoramidous acid, diethyl-, bis(phenylmethyl) ester;DTXSID40407973;NLGUJOVLAXLSMX-UHFFFAOYSA-N;MFCD00191987;AKOS015889556;FT-0624663;N-Boc-trans-4-hydroxy-D-proline?methylester;Dibenzyl N,N-diethylphosphoramidite, technical grade, 85%

Chemical Property of Dibenzyl diethylphosphoramidite

Chemical Property:

• Appearance/Colour: Clear colourless liquid
• Vapor Pressure: 0.71 psi ( 55 °C)
• Refractive Index: n20/D 1.545(lit.)
• Boiling Point: 360 °C at 760 mmHg
• Flash Point: 34 °C
• PSA: 35.29000
• Density: 1.06 g/mL at 25 °C(lit.)
• LogP: 4.98870
• Storage Temp.: glass bottle, -20°C Freezer, Under Inert Atmosphere
• Sensitive.: Moisture Sensitive
• Solubility.: Soluble in chloroform.
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 317.15446601
• Heavy Atom Count: 22
• Complexity: 252

Purity/Quality:

99% ^*data from raw suppliers

DibenzylN,N-Diethylphosphoramidite,TechnicalGrade ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)P(OCC1=CC=CC=C1)OCC2=CC=CC=C2
• Uses: Dibenzyl diethylphosphoramidite is a useful reagent for the efficient phosphorylative conversion of alcohols into their corresponding dibenzylphosphorotriesters as well as dibenzyl glycosyl phosphites, which can easily be converted to glycosyl phosphates or used in glycosylation reagents in oligosaccharide synthesis. Dibenzyl N,N-diethylphosphoramidite may be used:as phosphitylating reagent in the synthesis of glycosyl phosphites and phosphatesfor phosphorylating the alcoholsin the preparation of 6-dibenzylphosphate-1,3,5-tri-O-PMB-myo-inositol

Technology Process of Dibenzyl diethylphosphoramidite

There total 7 articles about Dibenzyl diethylphosphoramidite which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

N,N-diethylphosphoramidous acid (39182-31-5) + benzyl alcohol (100-51-6,185532-71-2) → dibenzyl N,N-diethylphosphoramidite (67746-43-4)

Guidance literature:

With triethylamine; In diethyl ether; at -20 ℃; for 2h;

DOI:10.1071/CH9901623

Reference yield: 73.0%

diethylphosphoramidous dichloride (1069-08-5) + benzyl alcohol (100-51-6,185532-71-2) → dibenzyl N,N-diethylphosphoramidite (67746-43-4)

Guidance literature:

With triethylamine; In diethyl ether; at 20 ℃; for 2h;

Reference yield: 71.7%

hexaethylphosphoric triamide (2283-11-6) + benzyl alcohol (100-51-6,185532-71-2) → dibenzyl N,N-diethylphosphoramidite (67746-43-4)

Guidance literature:

at 110 ℃; for 2h; under 500 Torr; atmosphere of dry argon;

upstream raw materials:

hexaethylphosphoric triamide

benzyl alcohol

diethylphosphoramidous dichloride

N,N-diethylphosphoramidous acid

Downstream raw materials:

phosphoric acid benzyl ester-methyl ester

dibenzyl methyl phosphate

iodomethylbenzene

phosphoric acid dibenzyl ester

Refernces

• 1、 Rasadkina,Slitikov,Nifant'ev. "Dismutation of arylene phosphorodiamidites: Specific features and aspects of preparative use". . p. 183 - 197. Retrieved 2008/02/08.
• 2、 Nifantyev, Edward E.,Rasadkina, Elena N.,Slitikov, Pavel V.,Vasyanina, Larisa K.. "Dismutation of diamidoarylphosphites". . p. 2465 - 2477. Retrieved 2007/10/03.