Methyl 2,4-Bis(benzyloxy)phenylacetate

Base Information

• Chemical Name: Methyl 2,4-Bis(benzyloxy)phenylacetate
• CAS No.: 151255-80-0
• Molecular Formula: C23H22O4
• Molecular Weight: 362.425
• Mol file: 151255-80-0.mol

Synonyms:Methyl 2,4-Bis(benzyloxy)phenylacetate;methyl 2-(2,4-bis(benzyloxy)phenyl)acetate

Chemical Property of Methyl 2,4-Bis(benzyloxy)phenylacetate

Chemical Property:

• PSA: 44.76000
• LogP: 4.56010

Purity/Quality:

99% ^*data from raw suppliers

Methyl2,4-bis(Benzyloxy)phenylacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 2,4-bis(Benzyloxy)phenylacetate is used as a reactant in the synthesis of fluorescent labeled analogs of spider toxin, NPTX-594.

Technology Process of Methyl 2,4-Bis(benzyloxy)phenylacetate

There total 5 articles about Methyl 2,4-Bis(benzyloxy)phenylacetate 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: 95.6%

methanol (67-56-1) + 2,4-bis(benzyloxy)acetophenone (22877-01-6) → 2,4-dibenzyloxyphenylacetic acid methyl ester (151255-80-0)

Guidance literature:

With perchloric acid; thallium(III) nitrate; for 1.33333h; Ambient temperature;

DOI:10.1248/cpb.44.972

Reference yield:

2,4-bis(benzyloxy)acetophenone (22877-01-6) → 2,4-dibenzyloxyphenylacetic acid methyl ester (151255-80-0)

Guidance literature:

With perchloric acid; 3NO₃^(1-)*Ti⁽³⁺⁾; In methanol; water; at 20 ℃; for 5.5h;

Reference yield:

2',4'-dihydroxy-4-acetophenone (89-84-9) → 2,4-dibenzyloxyphenylacetic acid methyl ester (151255-80-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 81.7 percent / K₂CO₃ / acetone / 40 h / Ambient temperature

2: 95.6 percent / TTN, 70percent HClO₄ / 1.33 h / Ambient temperature

With perchloric acid; potassium carbonate; thallium(III) nitrate; In acetone;

DOI:10.1248/cpb.44.972

upstream raw materials:

methanol

2,4-bis(benzyloxy)acetophenone

2',4'-dihydroxy-4-acetophenone

benzyl bromide

Downstream raw materials:

2-(2,4-bis(benzyloxy)phenyl)acetic acid

penta-N-Boc-argiotoxin-636

di-O-benzyl-penta-N-Boc-argiotoxin-636

2,4-dibenzyloxyphenylacetic acid p-nitrophenyl ester

Refernces

• 1、 Chiba, Tadashige,Akizawa, Toshifumi,Matsukawa, Motomi,Nishi, Masatoshi,Kawai, Nobufumi,Yoshioka, Masanori. "Total syntheses of spidamine and joramine, polyamine toxins from the joro spider, Nephila clavata". . p. 972 - 979. Retrieved 2007/10/03.