Tetrabenzyl pyrophosphate

Base Information

• Chemical Name: Tetrabenzyl pyrophosphate
• CAS No.: 990-91-0
• Molecular Formula: C28H28O7P2
• Molecular Weight: 538.474
• Hs Code.: 29209090
• European Community (EC) Number: 628-817-3
• DSSTox Substance ID: DTXSID00340276
• Nikkaji Number: J534.158B
• Wikidata: Q72504585
• Mol file: 990-91-0.mol

Synonyms:Tetrabenzyl pyrophosphate;990-91-0;Tetrabenzyl diphosphate;Pyrophosphoric acid tetrabenzyl ester;Tetrabenzylpyrophosphate;dibenzyl {[bis(benzyloxy)phosphoryl]oxy}phosphonate;dibenzyl bis(phenylmethoxy)phosphoryl phosphate;Diphosphoric acid, tetrakis(phenylmethyl) ester;MFCD00051941;C28H28O7P2;Bis(phenylmethoxy)phosphoryl bis(phenylmethyl) phosphate;Tetrabenzyl yrophosphate;Benzyl Pyrophosphate;Tetrabenzyldiphosphate;tetra benzyl pyrophosphate;Tetrabenzyl diphosphate #;SCHEMBL79996;Tetrabenzyl pyrophosphate, 98%;AMY7002;DTXSID00340276;Diphosphoric acid tetrabenzyl ester;BCP21128;BBL103528;GEO-04001;STL557338;AKOS005259907;GS-0918;SB40666;AC-24369;SY042570;CS-0033819;FT-0674935;P1223;EN300-1086660;A847848;Dibenzyl [[bis-(benzyloxy)phosphoryl]oxy]phosphonate;3-Fluoro-4-cyanophenyltrans-4-(4-n-pentylcyclohexyl)-benzoate;TBPP

Chemical Property of Tetrabenzyl pyrophosphate

Chemical Property:

• Vapor Pressure: 8.62E-14mmHg at 25°C
• Melting Point: 63-66 °C(lit.)
• Refractive Index: 1.59
• Boiling Point: 601.6 °C at 760 mmHg
• Flash Point: 330.4 °C
• PSA: 99.91000
• Density: 1.289 g/cm³
• LogP: 8.08640
• Storage Temp.: −20°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Slightly soluble in water.
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 14
• Exact Mass: 538.13102722
• Heavy Atom Count: 37
• Complexity: 612

Purity/Quality:

99%+ ^*data from raw suppliers

Tetrabenzyl pyrophosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COP(=O)(OCC2=CC=CC=C2)OP(=O)(OCC3=CC=CC=C3)OCC4=CC=CC=C4
• Uses: Tetrabenzyl pyrophosphate is used in the preparation of phosphoryl derivatives of shikimic acid in the presence of LDA. It is used in the preparation of dibenzyl phosphoro fluoridate in the presence of cesium fluoride as a catalyst. It is also used as a precursor in pharmaceuticals and involved in the phosphorylation of inositol derivatives.

Technology Process of Tetrabenzyl pyrophosphate

There total 17 articles about Tetrabenzyl pyrophosphate 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%

phosphoric acid dibenzyl ester (1623-08-1) → dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate (990-91-0)

Guidance literature:

With dicyclohexyl-carbodiimide; In Isopropyl acetate; at 0 - 6 ℃; for 1.5h; Inert atmosphere;

DOI:10.15227/orgsyn.080.0219

Reference yield: 90.0%

Dibenzyl phosphite (17176-77-1) → dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate (990-91-0)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; copper(ll) bromide; In tetrahydrofuran; at 25 ℃; for 15h;

DOI:10.1002/anie.201003484

Reference yield: 71.0%

→ dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate (990-91-0)

Guidance literature:

upstream raw materials:

pyridine

phosphoric acid dibenzyl ester

p-toluenesulfonyl chloride

benzene

Downstream raw materials:

silver tribenzyldiphosphate

Phosphoric acid dibenzyl ester 5-chloro-pyridin-3-yl ester

(-)-2,6-di-O-benzyl-1-O-(p-methoxybenzyl)-myo-inositol 3,4,5-tris(dibenzyl phosphate)

dibenzyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl phosphate

Refernces

• 1、 -. "A process for the preparation of [3 - [(2 R) - [(1 R) - 1 - [3, 5 - di (trifluoromethyl) phenyl] ethoxy] - 3 (S)- (4 - fluorophenyl) morpholine - 4 - yl] methyl] - 5 - oxo - 4, 5 - dihydro - [1, 2, 4] - triazole - 1 - yl] phosphine acid animal pen ester new method". Paragraph 0049-0051. . Retrieved 2017/08/26.
• 2、 Zhou, Yongbo,Yin, Shuangfeng,Gao, Yuxing,Zhao, Yufen,Goto, Midori,Han, Li-Biao. "Selective P-P and P-O-P bond formations through copper-catalyzed aerobic oxidative dehydrogenative couplings of H-phosphonates". supporting information; experimental part. p. 6852 - 6855. Retrieved 2010/12/19.