3,5-Bis(benzyloxy)benzoic acid

Base Information

• Chemical Name: 3,5-Bis(benzyloxy)benzoic acid
• CAS No.: 28917-43-3
• Molecular Formula: C21H18 O4
• Molecular Weight: 334.372
• Hs Code.: 2918990090
• European Community (EC) Number: 249-311-5
• NSC Number: 210283
• DSSTox Substance ID: DTXSID70183112
• Nikkaji Number: J286.482G
• Wikidata: Q72463656
• ChEMBL ID: CHEMBL1442749
• Mol file: 28917-43-3.mol

Synonyms:3,5-dibenzyloxybenzoic acid;28917-43-3;3,5-Bis(benzyloxy)benzoic acid;3,5-Bis(phenylmethoxy)benzoic acid;Benzoic acid, 3,5-bis(phenylmethoxy)-;3,5-Dibenzyloxy benzoic acid;EINECS 249-311-5;NSC210283;MLS001195542;SCHEMBL1426961;CHEMBL1442749;Benzoic acid, 3,5-dibenzyloxy-;DTXSID70183112;HMS2855F12;3,5-Bis(benzyloxy)benzoic acid #;BCP21424;MFCD00191341;AKOS005094175;CS-W009847;NSC 210283;NSC-210283;3,5-bis(benzyloxy)benzenecarboxylic acid;NCGC00246551-01;AC-11760;SMR000550298;D2267;FT-0614493;5W-0042;A819672;TERT-BUTYL(3R)-3-AMINO-3-PHENYLPROPANOATE;W-107021

Chemical Property of 3,5-Bis(benzyloxy)benzoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 214 °C
• Refractive Index: 1.626
• Boiling Point: 539.1 °C at 760 mmHg
• Flash Point: 193.1 °C
• PSA: 55.76000
• Density: 1.232 g/cm³
• LogP: 4.54280
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Dimethylformamide
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 334.12050905
• Heavy Atom Count: 25
• Complexity: 369

Purity/Quality:

98% ^*data from raw suppliers

3,5-Dibenzyloxybenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC(=CC(=C2)C(=O)O)OCC3=CC=CC=C3
• Uses: 3,5-Dibenzyloxybenzoic Acid is a reagent used to synthesize (hydroxyphenyl)pyrrolidinylquinolinone as anticancer lead. It is also used to prepare Epi-gallocatechin gallate (EGCG) analogs for treating cancer.

Technology Process of 3,5-Bis(benzyloxy)benzoic acid

There total 25 articles about 3,5-Bis(benzyloxy)benzoic 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%

3,5-Dihydroxybenzoic acid (99-10-5) + benzyl bromide (100-39-0) → 3,5-dibenzyloxybenzoic acid (28917-43-3)

Guidance literature:

3,5-Dihydroxybenzoic acid; benzyl bromide; With potassium carbonate; In N,N-dimethyl-formamide;

With sodium hydroxide; In methanol; for 1h; Reflux;

Reference yield: 100.0%

(3,5-di-benzyloxy)benzoic acid benzyl ester (50513-72-9) → 3,5-dibenzyloxybenzoic acid (28917-43-3)

Guidance literature:

With methanol; In sodium hydroxide; at 20 ℃;

DOI:10.1016/j.tetlet.2005.04.104

Reference yield:

benzyl chloride (100-44-7) → 3,5-dibenzyloxybenzoic acid (28917-43-3)

Guidance literature:

With hydrogenchloride; potassium hydroxide; sodium hydroxide; potassium carbonate; In ethanol; ethyl 3,5-dihydroxybenzoate; water;

upstream raw materials:

methyl 3,5-bis(benzyloxy)benzoate

(3,5-di-benzyloxy)benzoic acid benzyl ester

ethyl 3,5-di(benzyloxy)benzoate

3,5-Dihydroxybenzoic acid

Downstream raw materials:

C₄₈H₃₈O₈

C₅₀H₄₀O₁₀

{(1S,2S)-2-[4-(3,5-Bis-benzyloxy-benzoylamino)-benzenesulfonylamino]-1,2-diphenyl-ethyl}-carbamic acid tert-butyl ester

8,10-bis(benzyloxy)-11-hydroxy-3-methoxy-1-methylbenzoxanthen-12-one

Refernces

• 1、 Deimede, Valadoula,Kallitsis, Joannis K.. "Synthesis of alternating polystyrene/poly(ethyleneoxide) branched polymacromonomers". . p. 467 - 473. Retrieved 2002.
• 2、 Li, Haiwei,Li, Man,Xu, Renyang,Wang, Shouxin,Zhang, Yongmin,Zhang, Lihe,Zhou, Demin,Xiao, Sulong. "Synthesis, structure activity relationship and in vitro anti-influenza virus activity of novel polyphenol-pentacyclic triterpene conjugates". . p. 560 - 568. Retrieved 2019/01/03.