3,5-Bis(benzyloxy)-4-methoxybenzaldehyde

Base Information

• Chemical Name: 3,5-Bis(benzyloxy)-4-methoxybenzaldehyde
• CAS No.: 13326-72-2
• Molecular Formula: C22H20O4
• Molecular Weight: 348.398
• DSSTox Substance ID: DTXSID30447464
• Nikkaji Number: J1.755.744K
• Wikidata: Q82266343
• Mol file: 13326-72-2.mol

Synonyms:3,5-Bis(benzyloxy)-4-methoxybenzaldehyde;13326-72-2;Benzaldehyde, 4-methoxy-3,5-bis(phenylmethoxy)-;SCHEMBL11331941;DTXSID30447464

Chemical Property of 3,5-Bis(benzyloxy)-4-methoxybenzaldehyde

Chemical Property:

• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 348.13615911
• Heavy Atom Count: 26
• Complexity: 369

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1OCC2=CC=CC=C2)C=O)OCC3=CC=CC=C3

Technology Process of 3,5-Bis(benzyloxy)-4-methoxybenzaldehyde

There total 11 articles about 3,5-Bis(benzyloxy)-4-methoxybenzaldehyde 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: 99.0%

[3,5-bis(benzyloxy)-4-methoxyphenyl]methanol (27229-56-7) → 3,5-bis(benzyloxy)-4-methoxybenzaldehyde (13326-72-2)

Guidance literature:

With N-chloro-succinimide; dodecyl methyl sulfide; triethylamine; In dichloromethane; at -40 ℃; for 14h;

DOI:10.1016/S0040-4039(02)00968-1 DOI:10.1016/j.tet.2003.08.055

Reference yield: 89.0%

methyl 3,5-bis(benzyloxy)-4-methoxybenzoate (13326-69-7) → 3,5-bis(benzyloxy)-4-methoxybenzaldehyde (13326-72-2)

Guidance literature:

With diisobutylaluminium hydride; In hexane; toluene; at -78 ℃; 15-20 min;

DOI:10.1021/jo972076s

Reference yield: 64.0%

3,5-dibenzoyloxy-4-methoxybenzoic acid 2-benzenesulfonylhydrazide (13326-71-1) → 3,5-bis(benzyloxy)-4-methoxybenzaldehyde (13326-72-2)

Guidance literature:

With sodium carbonate; In ethylene glycol; at 160 ℃; for 75h;

upstream raw materials:

[3,5-bis(benzyloxy)-4-methoxyphenyl]methanol

3,5-dibenzoyloxy-4-methoxybenzoic acid 2-benzenesulfonylhydrazide

methyl 3,5-bis(benzyloxy)-4-methoxybenzoate

methyl galloate

Downstream raw materials:

(+)-celosine

(E)-1-(2,4-dihydroxy-3,6-dimethoxyphenyl)-3-phenylprop-2-en-1-one

2,5-dimethoxyresorcinol

2,6-dibenzyloxy-1,4-dimethoxybenzene

Refernces

• 1、 -. "Chalcone derivative, preparing method, pharmaceutical composition and application". Paragraph 0102; 0103. . Retrieved 2017/02/09.
• 2、 Node, Manabu,Kodama, Sumiaki,Hamashima, Yoshio,Katoh, Takahiro,Nishide, Kiyoharu,Kajimoto, Tetsuya. "Biomimetic synthesis of (±)-galanthamine and asymmetric synthesis of (-)-galanthamine using remote asymmetric induction". . p. 1662 - 1679. Retrieved 2007/10/03.