3,4-Bis(benzyloxy)benzoic acid

Base Information

• Chemical Name: 3,4-Bis(benzyloxy)benzoic acid
• CAS No.: 1570-05-4
• Molecular Formula: C21H18 O4
• Molecular Weight: 334.372
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID40445890
• Nikkaji Number: J1.357.899K
• Wikidata: Q82264438
• Mol file: 1570-05-4.mol

Synonyms:3,4-Bis(benzyloxy)benzoic acid;1570-05-4;3,4-bis(phenylmethoxy)benzoic Acid;3,4-dibenzyloxybenzoic acid;Benzoic acid, 3,4-bis(phenylmethoxy)-;3,4-Bis(phenylmethoxy)-benzoic Acid;3,4-bis-(Benzyloxy)benzoic acid;SCHEMBL1600077;DTXSID40445890;BYOKJLCIKSFPDU-UHFFFAOYSA-N;BAA57005;MFCD01861843;AKOS015899503;s11861;AS-11910;CS-0156201;FT-0614187;A809792

Chemical Property of 3,4-Bis(benzyloxy)benzoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 182 °C
• Refractive Index: 1.622
• Boiling Point: 512.7°Cat760mmHg
• PKA: 4.31±0.10(Predicted)
• Flash Point: 182.2°C
• PSA: 55.76000
• Density: 1.232g/cm³
• LogP: 4.54280
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly, Heated), DMSO (Slightly)
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 334.12050905
• Heavy Atom Count: 25
• Complexity: 399

Purity/Quality:

99% ^*data from raw suppliers

3,4-Bis(phenylmethoxy)-benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=C(C=C(C=C2)C(=O)O)OCC3=CC=CC=C3
• Uses: 3,4-Bis(phenylmethoxy)-benzoic Acid is a useful synthetic intermediate. It is an intermediate used to synthesize Jaboticabin (J210370) which is minor bioactive depside potent to treat chronic obstructive pulmonary disease.

Technology Process of 3,4-Bis(benzyloxy)benzoic acid

There total 25 articles about 3,4-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: 98.0%

3,4-(bisbenzyloxy)benzoic acid benzyl ester (882427-72-7) → 3,4-bis(benzyloxy)benzoic acid (1570-05-4)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 1h; Heating;

DOI:10.1080/00397910500406534

Reference yield: 95.0%

3,4-bis-benzyloxybenzoic acid methyl ester (54544-05-7) → 3,4-bis(benzyloxy)benzoic acid (1570-05-4)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; water; for 48h;

DOI:10.1139/V06-102

Reference yield: 93.0%

3,4-dibenzyloxybenzaldehyde (5447-02-9) → 3,4-bis(benzyloxy)benzoic acid (1570-05-4)

Guidance literature:

With potassium permanganate; In water; acetone; for 6.5h; Heating;

DOI:10.1002/ardp.19973300909

upstream raw materials:

3,4-dibenzyloxybenzaldehyde

methyl 3,5-bis(benzyloxy)benzoate

3,4-Dihydroxybenzoic acid

benzyl chloride

Downstream raw materials:

3,4-dibenzyloxybenzoic acid N-hydroxysuccinimide ester

3,4-Dibenzyloxy-benzoesaeure-diaethylamid

C₂₃H₂₃NO₄

N-(2,3-bis(benzyloxy)phenyl)-6-iodobenzo[d][1,3]dioxole-5-carboxamide

Refernces

• 1、 -. "Cannabidiol derivative, preparation method and application thereof". Paragraph 0027; 0035; 0039; 0045-0047. . Retrieved 2021/07/28.
• 2、 Bermudez, Marcel,Grabowski, Maria,Murgueitio, Manuela S.,Rademann, J?rg,Rudolf, Thomas,Tiemann, Markus,Varga, Péter,Weindl, Günther,Wolber, Gerhard. "Biological Characterization, Mechanistic Investigation and Structure-Activity Relationships of Chemically Stable TLR2 Antagonists". . . Retrieved 2020/06/08.