diethyl <3,5-bis(benzyloxy)benzyl>phosphonate

Base Information

• Chemical Name: diethyl <3,5-bis(benzyloxy)benzyl>phosphonate
• CAS No.: 33617-49-1
• Molecular Formula: C₂₅H₂₉O₅P
• Molecular Weight: 440.476
• Mol file: 33617-49-1.mol

Synonyms:diethyl <3,5-bis(benzyloxy)benzyl>phosphonate

Chemical Property of diethyl <3,5-bis(benzyloxy)benzyl>phosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of diethyl <3,5-bis(benzyloxy)benzyl>phosphonate

There total 15 articles about diethyl <3,5-bis(benzyloxy)benzyl>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: 98.0%

3,5-bis(benzyloxy)benzyl bromide (24131-32-6) + triethyl phosphite (122-52-1) → diethyl <3,5-bis(benzyloxy)benzyl>phosphonate (33617-49-1)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; at 120 ℃; for 8h;

DOI:10.1021/tx7003008

Reference yield: 85.3%

3,5-dibenzyloxybenzyl alcohol (24131-31-5) + triethyl phosphite (122-52-1) → diethyl <3,5-bis(benzyloxy)benzyl>phosphonate (33617-49-1)

Guidance literature:

With tetrabutylammomium bromide; sodium iodide; at 162 ℃; for 10h; Concentration; Temperature;

Reference yield:

3,5-dibenzyloxybenzyl alcohol (24131-31-5) → diethyl <3,5-bis(benzyloxy)benzyl>phosphonate (33617-49-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 42 percent / phosphorous tribromide / CH₂Cl₂ / 5 h / 0 - 20 °C

2: 92 percent / tetrabutylammonium iodide / 18 h / 110 - 130 °C

With phosphorus tribromide; tetra-(n-butyl)ammonium iodide; In dichloromethane;

DOI:10.1081/SCC-120030700

upstream raw materials:

3,5-bis(benzyloxy)benzyl bromide

triethyl phosphite

3,5-dibenzyloxybenzyl chloride

3,5-Dihydroxybenzoic acid

Downstream raw materials:

(E)-1-[3'-(4''-carboxybenzamido)-4'-benzyloxy]phenyl-2-(3''',5'''-dibenzyloxy)phenylethene

(E)-1-[3'-(4''-t-butylbenzoyl)benzamido-4'-benzyloxy]phenyl-2-(3''',5'''-dibenzyloxy)phenylethene

(E)-1-(3-methoxy-4-benzyloxyphenyl)-2-(3,5-dibenzyloxyphenyl)ethylene

trans-piceatannol

Refernces

• 1、 -. "Arylmethyl phosphonate preparation method". Paragraph 0024; 0025. . Retrieved 2017/01/02.
• 2、 Lee, Hyun Suck,Lee, Byung Won,Kim, Mi Ran,Jun, Jong-Gab. "Syntheses of resveratrol and its hydroxylated derivatives as radical scavenger and tyrosinase inhibitor". experimental part. p. 971 - 975. Retrieved 2010/10/21.