4-(4-Methoxyphenyl)butyric acid

Base Information

• Chemical Name: 4-(4-Methoxyphenyl)butyric acid
• CAS No.: 4521-28-2
• Molecular Formula: C11H14 O3
• Molecular Weight: 194.23
• Hs Code.: 29189900
• European Community (EC) Number: 224-849-3
• NSC Number: 407553
• UNII: ZTB8R8QC7J
• DSSTox Substance ID: DTXSID80196435
• Nikkaji Number: J136.415D
• Wikidata: Q63409579
• ChEMBL ID: CHEMBL2437107
• Mol file: 4521-28-2.mol

Synonyms:4-(4-Methoxyphenyl)butyric acid;4521-28-2;4-(4-Methoxyphenyl)butanoic acid;Benzenebutanoic acid, 4-methoxy-;4-(4-Methoxyphenyl) Butyric Acid;EINECS 224-849-3;MFCD00004404;NSC-407553;4-(4-Methoxyphenyl)-1-Butyric Acid;4-(4-Methoxyphenyl)butyricacid;NSC407553;ZTB8R8QC7J;4-Methoxybenzenebutyric acid;TimTec1_001535;4-Methoxybenzenebutanoic acid;4-p-methoxyphenylbutyric acid;SCHEMBL503646;4-(4-methoxyphenyl)butyric cid;4-(p-methoxyphenyl)butyric acid;CHEMBL2437107;DTXSID80196435;4-(4-methoxyphenyl)-butyric acid;HMS1538F17;4-(4-methoxy-phenyl)butanoic acid;4-(4-methoxyphenyl) butanoic acid;4-(4-methoxy-phenyl)-butyric acid;4-(4-methoxy-phenyl)-butyric-acid;BCP08922;4-(4-Methoxyphenyl)butanoic acid #;GEO-01705;STK104580;AKOS000283419;butanoic acid, 4-(4-methoxyphenyl)-;AC-3356;CS-W022000;NSC 407553;Butyric acid, gamma-(p-methoxyphenyl)-;4-(4-Methoxyphenyl)butyric acid, 97%;NCGC00174327-01;BP-12739;SY004394;TS-00290;A7121;FT-0601288;M2037;EN300-60117;W-200380;Q63409579;Z57181981;4-(4-Methoxyphenyl)butyric acid, purum, >=97.0% (T);4-(4-methoxyphenyl)butanoic acid

Chemical Property of 4-(4-Methoxyphenyl)butyric acid

Chemical Property:

• Appearance/Colour: cream to slightly yellow powder
• Vapor Pressure: 4.94E-05mmHg at 25°C
• Melting Point: 56-59 °C(lit.)
• Boiling Point: 196 °C / 10mmHg,334.8 °C at 760 mmHg
• PKA: 4.76±0.10(Predicted)
• Flash Point: 129.3 °C
• PSA: 46.53000
• Density: 1.116 g/cm³
• LogP: 2.10250
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Slightly soluble in methanol. Insoluble in chloroform.
• Water Solubility.: 994.9g/L(37 oC)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 194.094294304
• Heavy Atom Count: 14
• Complexity: 171

Purity/Quality:

99.9% ^*data from raw suppliers

4-(4-Methoxyphenyl)butyric acid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CCCC(=O)O
• Uses: 4-(4-Methoxyphenyl)butyric acid on demethylation with pyridinium hydrochloride affords 4-hydroxyphenylbutyric acid, a key starting material for the synthesis of preclinical candidate LY518674.

Technology Process of 4-(4-Methoxyphenyl)butyric acid

There total 38 articles about 4-(4-Methoxyphenyl)butyric 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: 99.0%

γ-(4-methoxyphenyl)-γ-butyrolactone (26153-41-3) → 4-(4-Methoxyphenyl)butyric acid (4521-28-2)

Guidance literature:

With palladium on activated carbon; hydrogen; In methanol; at 20 ℃; for 1h; under 760.051 Torr; Schlenk technique;

DOI:10.1021/acs.orglett.9b02673

Reference yield: 98.0%

4-(4-methoxyphenyl)butyric acid methyl ester (20637-08-5) → 4-(4-Methoxyphenyl)butyric acid (4521-28-2)

Guidance literature:

With barium dihydroxide; In methanol; at 20 ℃; for 2h;

DOI:10.1055/s-2004-832828

Reference yield: 90.0%

but-3-enoic acid (625-38-7) + 4-methoxyphenylboronic acid (5720-07-0) → 4-(4-Methoxyphenyl)butyric acid (4521-28-2)

Guidance literature:

With propan-1-ol; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; potassium tert-butylate; 4,4-dibenzyl-2-(pyridin-2-yl)-4,5-dihydrooxazole; at 60 ℃; Reagent/catalyst; regioselective reaction; Sealed tube;

DOI:10.1002/anie.202010840

upstream raw materials:

3-(4-methoxyphenyl)propyl bromide

4-(4-methoxy-phenyl)-4-oxo-butyric acid

ethyl 4-(4-methoxyphenyl)butanoate

succinic acid anhydride

Downstream raw materials:

ethyl 4-(4-methoxyphenyl)butanoate

N-succinimidyl-3-(4-methoxyphenyl)butanoate

Undec-10-ynoic acid (S)-3-benzyloxy-2-[4-(4-methoxy-phenyl)-butyryloxy]-propyl ester

5-(4-hydroxyphenyl)-γ-butyrolactone

Refernces

• 1、 A?t Amiri, Sabrina,Deboux, Cyrille,Soualmia, Feryel,Chaaya, Nancy,Louet, Maxime,Duplus, Eric,Betuing, Sandrine,Nait Oumesmar, Brahim,Masurier, Nicolas,El Amri, Chahrazade. "Identification of First-in-Class Inhibitors of Kallikrein-Related Peptidase 6 That Promote Oligodendrocyte Differentiation". . p. 5667 - 5688. Retrieved 2021/05/29.
• 2、 Sun, Yue,Zhou, Yan-Qiu,Liu, Yin-Kai,Zhang, Hong-Qin,Hou, Gui-Ge,Meng, Qing-Guo,Hou, Yun. "Potential anti-neuroinflammatory NF-кB inhibitors based on 3,4-dihydronaphthalen-1(2H)-one derivatives". . p. 1631 - 1640. Retrieved 2020/08/19.