Dibenzyl phosphate

Base Information

• Chemical Name: Dibenzyl phosphate
• CAS No.: 1623-08-1
• Molecular Formula: C14H15O4P
• Molecular Weight: 278.244
• Hs Code.: 29199000
• European Community (EC) Number: 216-602-3
• UNII: Y65R35LZ0S
• DSSTox Substance ID: DTXSID1033402
• Nikkaji Number: J80.264F
• Wikidata: Q27294305
• Metabolomics Workbench ID: 87168
• ChEMBL ID: CHEMBL1576902
• Mol file: 1623-08-1.mol

Synonyms:Dibenzyl hydrogen phosphate;Phosphoric acid, dibenzyl ester (8CI);Hydrogen diphenylmethyl phosphate;Dibenzylphosphoric acid;AC1L2LDM;AC1Q6SXV;CID74189;

Chemical Property of Dibenzyl phosphate

Chemical Property:

• Appearance/Colour: White to slightly yellow powder
• Vapor Pressure: 4.49E-08mmHg at 25°C
• Melting Point: 76-80 °C
• Boiling Point: 427.6 °C at 760 mmHg
• PKA: 1.53±0.50(Predicted)
• Flash Point: 212.4 °C
• PSA: 65.57000
• Density: 1.28 g/cm³
• LogP: 3.52040
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly, Heated), Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 278.07079595
• Heavy Atom Count: 19
• Complexity: 270

Purity/Quality:

99% ^*data from raw suppliers

Dibenzyl hydrogen phosphate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COP(=O)(O)OCC2=CC=CC=C2
• Uses: Eye irritant. Dibenzyl phosphate (DBzP) can be used:To promote the monoselective ortho-C-H alkylation of N-quinolyl benzamides with primary and secondary alkyl iodides.For the ring-opening reaction of epoxide such as benzylglycidol to synthesize dihydroxyacetone phosphate (DHAP).As a reactant for the synthesis of stereospecific 1,2-trans glycosyl phosphates.

Technology Process of Dibenzyl phosphate

There total 38 articles about Dibenzyl phosphate 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: 96.0%

dibenzyl (1,1-dioxido-4-oxo-3-phenyl-4H-thiochromen-2-yl)methyl phosphate (1369964-82-8) → phosphoric acid dibenzyl ester (1623-08-1)

Guidance literature:

In chloroform-d1; for 0.216667h; Irradiation;

DOI:10.1055/s-0031-1290326

Reference yield: 80.0%

biphenyl-4-yl 2,4,6-tri-O-benzoyl-α-D-mannopyranoside (1415481-52-5) + Dibenzyl N,N-diisopropylphosphoramidite (108549-23-1) → phosphoric acid dibenzyl ester (1623-08-1) + biphenyl-4-yl 2,4,6-tri-O-benzoyl-3-O-(dibenzyloxyphosphoryl)-α-D-mannopyranoside (1415481-53-6)

Guidance literature:

biphenyl-4-yl 2,4,6-tri-O-benzoyl-α-D-mannopyranoside; Dibenzyl N,N-diisopropylphosphoramidite; With 1,2,4-Triazole; In acetonitrile; at 0 - 20 ℃; for 24.3333h;

With tert.-butylhydroperoxide; In acetonitrile; at 0 - 20 ℃; for 1h;

Reference yield:

dibenzyl p-nitrophenylphosphate (107337-70-2) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + phosphoric acid dibenzyl ester (1623-08-1)

Guidance literature:

With tetraethylammonium hydroxide; In water; acetonitrile; at 20 ℃;

DOI:10.1016/S0040-4020(01)87351-8

upstream raw materials:

4-methyl-morpholine

tribenzylphosphate

pyridine

dibenzyl phosphochloridate

Downstream raw materials:

dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate

phosphoric acid dibenzyl ester-propyl ester

dibenzyl 2-methoxyethyl phosphate

adipoyl-bis-phosphoric acid tetrabenzyl ester

Refernces

• 1、 Pratt. "". . p. 3988,3989-3994. Retrieved 1977.
• 2、 -. "MANNOSE PHOSPHATE DERIVATIVES AS ANTAGONISTS OF BACTERIAL ADHESION". Page/Page column 45. . Retrieved 2013/02/28.
• 3、 -. "IMMUNOMODULATORY COMPOUNDS AND TREATMENT OF DISEASES RELATED TO AN OVERPRODUCTION OF INFLAMMATORY CYTOKINES". . . Retrieved 2009/07/02.