2-(3-(Benzyloxy)-4-methoxyphenyl)acetic acid

Base Information

• Chemical Name: 2-(3-(Benzyloxy)-4-methoxyphenyl)acetic acid
• CAS No.: 5487-33-2
• Molecular Formula: C16H16 O4
• Molecular Weight: 272.301
• Hs Code.: 2918990090
• European Community (EC) Number: 621-662-2
• NSC Number: 131754
• DSSTox Substance ID: DTXSID50299649
• Nikkaji Number: J583.802I
• Wikidata: Q82042151
• Mol file: 5487-33-2.mol

Synonyms:5487-33-2;2-(3-(BENZYLOXY)-4-METHOXYPHENYL)ACETIC ACID;2-[3-(benzyloxy)-4-methoxyphenyl]acetic acid;2-(4-methoxy-3-phenylmethoxyphenyl)acetic acid;[3-(benzyloxy)-4-methoxyphenyl]acetic acid;BENZENEACETIC.ACID,4-METHOXY-3-(PHENYLMETHOXY)-;NSC131754;SCHEMBL2391945;DTXSID50299649;AC6337;MFCD00183334;3-benzyloxy-4-methoxyphenylacetic acid;AKOS004907097;NSC-131754;(3-Benzyloxy-4-methoxyphenyl)acetic acid;BS-28667;SY027583;CS-0206082;FT-0647174

Chemical Property of 2-(3-(Benzyloxy)-4-methoxyphenyl)acetic acid

Chemical Property:

• Vapor Pressure: 1.61E-08mmHg at 25°C
• Melting Point: 126-130 °C
• Boiling Point: 440.1°Cat760mmHg
• PKA: 4.34±0.10(Predicted)
• Flash Point: 162.6°C
• PSA: 55.76000
• Density: 1.207g/cm³
• LogP: 2.90130
• Solubility.: Dichloromethane, Ethyl Acetate
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 272.10485899
• Heavy Atom Count: 20
• Complexity: 299

Purity/Quality:

98%min ^*data from raw suppliers

2-[3-(Benzyloxy)-4-methoxyphenyl]acetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CC(=O)O)OCC2=CC=CC=C2
• Uses: 3-(Benzyloxy)-4-Methoxyphenylacetic Acid can act as reagent used in the preparation of inhibitors and antiinflammatory agents.

Technology Process of 2-(3-(Benzyloxy)-4-methoxyphenyl)acetic acid

There total 28 articles about 2-(3-(Benzyloxy)-4-methoxyphenyl)acetic 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: 94.0%

3-(Benzyloxy)-4-methoxyphenylacetic acid 2-iodoethyl ester (156539-06-9) → O-benzylhomoisovanillic acid (5487-33-2)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 40 ℃; for 8h;

DOI:10.1021/jo00087a053

Reference yield: 91.9%

homoisovanillic acid (1131-94-8) + benzyl bromide (100-39-0) → O-benzylhomoisovanillic acid (5487-33-2)

Guidance literature:

With potassium iodide; potassium hydroxide; In methanol; at 20 ℃; for 8h; Reagent/catalyst; Solvent; Temperature; Reflux;

Reference yield: 86.9%

homoisovanillic acid (1131-94-8) + benzyl chloride (100-44-7) → O-benzylhomoisovanillic acid (5487-33-2)

Guidance literature:

With potassium iodide; sodium hydroxide; In isopropyl alcohol; at 20 - 70 ℃; for 6h;

upstream raw materials:

2-(3-(benzyloxy)-4-methoxyphenyl)acetamide

2-(3-(benzyloxy)-4-methoxyphenyl)acetonitrile

(3-benzyloxy-4-methoxy-phenyl)-pyruvic acid

4-[(3-benzyloxy-4-methoxy-phenyl)-thioacetyl]-morpholine

Downstream raw materials:

3-benzyloxy-4-methoxyphenylacetic acid ethyl ester

N-(3,4-methylenedioxyphenethyl)-3-benzyloxy-4-methoxyphenylacetic acid amide

3-(Benzyloxy)-4-methoxyphenylacetic acid 2-bromoethyl ester

5-benzyloxy-4-methoxy-2-bromophenylacetic acid

Refernces

• 1、 -. "Preparation method for ivabradine impurities". Paragraph 0045; 0047. . Retrieved 2018/09/11.
• 2、 Theppawong, Atiruj,Ploypradith, Poonsakdi,Chuawong, Pitak,Ruchirawat, Somsak,Chittchang, Montakarn. "Facile and Divergent Synthesis of Lamellarins and Lactam-Containing Derivatives with Improved Drug Likeness and Biological Activities". . p. 2631 - 2650. Retrieved 2016/02/09.