4-Benzyloxy-3-methoxybenzoic acid

Base Information

• Chemical Name: 4-Benzyloxy-3-methoxybenzoic acid
• CAS No.: 1486-53-9
• Molecular Formula: C15H14O4
• Molecular Weight: 258.274
• Hs Code.: 2918990090
• Mol file: 1486-53-9.mol

Synonyms:Benzoicacid, 4-(benzyloxy)-3-methoxy- (6CI,7CI);4-Benzyloxy-3-methoxybenzoic acid;NSC 16714;O-Benzylvanillic acid;

Chemical Property of 4-Benzyloxy-3-methoxybenzoic acid

Chemical Property:

• Vapor Pressure: 1.1E-07mmHg at 25°C
• Melting Point: 171-172 °C
• Boiling Point: 416.6 °C at 760 mmHg
• PKA: 4.34±0.10(Predicted)
• Flash Point: 156 °C
• PSA: 55.76000
• Density: 1.225 g/cm³
• LogP: 2.97240
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99%, ^*data from raw suppliers

4-Benzyloxy-3-methoxybenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Benzyloxy-3-methoxybenzoic Acid is used in the synthesis of Hsp90 inhibitors as EGCG analogues. Also used in the preparation of vanillates exhibiting cytostatic properties towards cancel cells resistant to pro-apoptotic stimuli.

Technology Process of 4-Benzyloxy-3-methoxybenzoic acid

There total 25 articles about 4-Benzyloxy-3-methoxybenzoic acid 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: 100.0%

3-methoxy-4-(phenylmethoxy)benzaldehyde (2426-87-1) → 4-(benzyloxy)-3-methoxybenzoic acid (1486-53-9)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide; In water; acetonitrile; at 20 ℃; for 1.5h;

DOI:10.1021/jo047872u

Reference yield: 97.0%

methyl 4-(benzyloxy)-3-methoxybenzoate (56441-97-5) → 4-(benzyloxy)-3-methoxybenzoic acid (1486-53-9)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran;

DOI:10.1021/acs.jmedchem.8b01810

Reference yield: 96.0%

4-benzyloxy-3-methoxybenzoic acid benzyl ester (91203-74-6) → 4-(benzyloxy)-3-methoxybenzoic acid (1486-53-9)

Guidance literature:

With water; sodium hydroxide; In ethanol; for 2h; Reflux;

upstream raw materials:

3-methoxy-4-(phenylmethoxy)benzaldehyde

methyl (2-methoxyphenoxy) ethanoate

ο-Benzoyloxy-phloracetophenon

4-Benzyloxy-3-methoxy-benzoesaeureanhydrid

Downstream raw materials:

ethyl 2-bromo-3-(4-benzyloxy-3-methoxyphenyl)-3-oxopropionate

ethyl 3-[4-(benzyloxy)-3-methoxyphenyl]-3-oxopropanoate

ethyl 2-(4-benzyloxy-3-methoxybenzoyl)acetoacetate

diethyl 2,3-bis-(3,4-dimethoxybenzoyl)butane-1,4-dioate

Refernces

• 1、 Pugachev, Mikhail V.,Agafonova, Maria N.,Bastrikova, Oksana A.,Gnezdilov, Oleg I.,Nikishova, Tatyana V.,Balakin, Konstantin V.,Shtyrlin, Yurii G.. "Synthesis and antitumor activity of novel pyridoxine-based structural analogs of saccharumoside-B". . p. 1139 - 1150. Retrieved 2021/03/31.
• 2、 Xie, Yundong,Liu, Jiping,Shi, Yongheng,Bin Wang,Wang, Xiaoping,Wang, Wei,Sun, Meng,Xu, Xinya,He, Shipeng. "Synthesis and evaluation of new sesamol-based phenolic acid derivatives with hypolipidemic, antioxidant, and hepatoprotective effects". . p. 1688 - 1702. Retrieved 2021/07/26.