DIBENZYL DIISOPROPYLPHOSPHORAMIDITE

Base Information

• Chemical Name: DIBENZYL DIISOPROPYLPHOSPHORAMIDITE
• CAS No.: 108549-23-1
• Molecular Formula: C20H28NO2P
• Molecular Weight: 345.422
• Hs Code.: 29319090
• Mol file: 108549-23-1.mol

Synonyms:Phosphoramidousacid, bis(1-methylethyl)-, bis(phenylmethyl) ester (9CI);Bis(benzyloxy)(diisopropylamino)phosphine;Dibenzyl diisopropylphosphoramidite;dibenzyl dipropan-2-ylphosphoramidoite;Phosphoramidous acid, bis(1-methylethyl)-, bis(phenylmethyl) ester;phosphoramidous acid, N,N-bis(1-methylethyl)-, bis(phenylmethyl) ester;bis(benzyloxy)(diisopropylamino)phosphine;Dibenzyl-N,N-disisopropylphosphoramidite;

Chemical Property of DIBENZYL DIISOPROPYLPHOSPHORAMIDITE

Chemical Property:

• Appearance/Colour: Clear colourless liquid
• Vapor Pressure: 4.88E-06mmHg at 25°C
• Refractive Index: n20/D 1.535(lit.)
• Boiling Point: 382 °C at 760 mmHg
• PKA: 4.50±0.70(Predicted)
• Flash Point: 184.8 °C
• PSA: 35.29000
• Density: 1.028g/mLat 25°C(lit.)
• LogP: 5.76570
• Storage Temp.: Store at 0°C
• Sensitive.: Moisture Sensitive
• Solubility.: Soluble in chloroform.

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dibenzyl N,N-diisopropylphosphoramidite ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Description: Dibenzyl diisopropylphosphoramidite is a versatile phosphitylating agent.
• Uses: A versatile phosphitylating agent Dibenzyl N,N-diisopropylphosphoramidite may be used for the preparation of phosphopeptides. It is used for the synthesis of a GDP (guanosine diphosphate) analog, SML-8-73-1. It is useful for nucleotide coupling.

Technology Process of DIBENZYL DIISOPROPYLPHOSPHORAMIDITE

There total 12 articles about DIBENZYL DIISOPROPYLPHOSPHORAMIDITE 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: 90.0%

N,N-diisopropylphosphoramide dichloride (921-26-6) + benzyl alcohol (100-51-6,185532-71-2) → Dibenzyl N,N-diisopropylphosphoramidite (108549-23-1)

Guidance literature:

With triethylamine; In diethyl ether; at -10 - 20 ℃; for 7.5h; Inert atmosphere;

DOI:10.1002/cplu.202000322

Reference yield: 78.0%

benzyl-N,N,N',N'-tetraisopropylphosphorodiamidite (108549-21-9) + benzyl alcohol (100-51-6,185532-71-2) → Dibenzyl N,N-diisopropylphosphoramidite (108549-23-1)

Guidance literature:

With N,N-diisopropylamine tetrazolide; In dichloromethane; for 2h;

DOI:10.1002/hlca.19870700122

Reference yield: 56.0%

diisopropylamine (108-18-9) + benzyl alcohol (100-51-6,185532-71-2) → benzyl N,N-diisopropylphosphoramidic acid + Dibenzyl N,N-diisopropylphosphoramidite (108549-23-1) + benzyl-N,N,N',N'-tetraisopropylphosphorodiamidite (108549-21-9)

Guidance literature:

diisopropylamine; With phosphorus trichloride; In hexane; at 0 ℃; Inert atmosphere; Reflux;

benzyl alcohol; With triethylamine; In hexane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1007/s00726-009-0447-0

upstream raw materials:

3-[(N-benzyloxycarbonyl)amino]propanol

N,N-diisopropylphosphoramide dichloride

benzyl alcohol

benzyl-N,N,N',N'-tetraisopropylphosphorodiamidite

Downstream raw materials:

Methyl 3,4-di-O-acetyl-2-O--β-D-xylopyranoside

picoline

Phosphorous acid dibenzyl ester (1R,2S,3S,4R,5S,6R)-2,6-bis-(bis-benzyloxy-phosphanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-3,5-bis-methoxymethoxy-cyclohexyl ester

Refernces

• 1、 -. "Phosphoric acid phaseomannite class compound and its preparation method and application (by machine translation)". Paragraph 0196; 0197. . Retrieved 2017/07/14.
• 2、 Guanti, Giuseppe,Banfi,Basso,Bondanza,Guglieri,Powles,Riva. "Optimized synthesis of phosphatidylserine". experimental part. p. 367 - 373. Retrieved 2010/12/18.