Dimethyl [(2,5-Dibenzyloxy)phenylmethyl]phosphonate

Base Information

• Chemical Name: Dimethyl [(2,5-Dibenzyloxy)phenylmethyl]phosphonate
• CAS No.: 135203-64-4
• Molecular Formula: C23H25O5P
• Molecular Weight: 412.415361
• DSSTox Substance ID: DTXSID80434389
• Wikidata: Q82248797
• Mol file: 135203-64-4.mol

Synonyms:Dimethyl [(2,5-Dibenzyloxy)phenylmethyl]phosphonate;135203-64-4;2-(dimethoxyphosphorylmethyl)-1,4-bis(phenylmethoxy)benzene;DTXSID80434389;ZJAZZTJXQSSAMZ-UHFFFAOYSA-N;FT-0667399

Chemical Property of Dimethyl [(2,5-Dibenzyloxy)phenylmethyl]phosphonate

Chemical Property:

• Melting Point: 62-64°C
• Boiling Point: 560.3±50.0 °C(Predicted)
• PSA: 63.80000
• Density: 1.195±0.06 g/cm3(Predicted)
• LogP: 5.83050
• Solubility.: Chloroform, Dichloromethane, DMSO, Methanol
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 412.14396089
• Heavy Atom Count: 29
• Complexity: 494

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl[(2,5-Dibenzyloxy)phenylmethyl]phosphonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COP(=O)(CC1=C(C=CC(=C1)OCC2=CC=CC=C2)OCC3=CC=CC=C3)OC
• Uses: Dimethyl [(2,5-Dibenzyloxy)phenylmethyl]phosphonate (cas# 135203-64-4) is a compound useful in organic synthesis.

Technology Process of Dimethyl [(2,5-Dibenzyloxy)phenylmethyl]phosphonate

There total 2 articles about Dimethyl [(2,5-Dibenzyloxy)phenylmethyl]phosphonate 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%

2,5-bisbenzyloxybenzyl chloride (78283-39-3) + phosphorous acid trimethyl ester (121-45-9) → dimethyl <<2,5-bis(benzyloxy)phenyl>methyl>phosphonate (135203-64-4)

Guidance literature:

at 110 ℃;

DOI:10.1021/jm00072a022

Reference yield:

trimethyl phosphite (512-56-1) + 2,5-bisbenzyloxybenzyl chloride (78283-39-3) → dimethyl <<2,5-bis(benzyloxy)phenyl>methyl>phosphonate (135203-64-4)

Guidance literature:

Reference yield:

dimethyl <<2,5-bis(benzyloxy)phenyl>methyl>phosphonate (135203-64-4) → 1-(3'-carboxy-4'-hydroxyphenyl)-2-(2'',5''-dihydroxyphenyl)ethane

Guidance literature:

Multi-step reaction with 3 steps

1: potassium tert-butoxide / dimethylformamide / 4.5 h / Ambient temperature

2: 10 N NaOH / dimethylformamide / 1 h

3: 91 percent / H₂ / 10percent Pd/C / ethyl acetate; ethanol / 6.5 h / 760 Torr

With sodium hydroxide; potassium tert-butylate; hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00072a022

upstream raw materials:

2,5-bisbenzyloxybenzyl chloride

phosphorous acid trimethyl ester

trimethyl phosphite

Downstream raw materials:

C₅₀H₄₂O₅

trans-1-(3'-carboxy-4'-(benzyloxy)phenyl)-2-(2'',5''-bis(benzyloxy)phenyl)ethene

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