beta-(2-methoxyphenoxy)lactic acid

Base Information

• Chemical Name: beta-(2-methoxyphenoxy)lactic acid
• CAS No.: 13057-65-3
• Molecular Formula: C10H12O5
• Molecular Weight: 212.202
• Mol file: 13057-65-3.mol

Synonyms:Lacticacid, 3-(o-methoxyphenoxy)- (7CI,8CI);b-(2-Methoxyphenoxy)lactic acid;beta-(2-methoxyphenoxy)lactic acid;

Chemical Property of beta-(2-methoxyphenoxy)lactic acid

Chemical Property:

• Vapor Pressure: 1.12E-05mmHg at 25°C
• Refractive Index: 1.55
• Boiling Point: 355.8°Cat760mmHg
• Flash Point: 139.8°C
• PSA: 75.99000
• Density: 1.302 g/cm³
• LogP: 0.51950

Purity/Quality:

99% ^*data from raw suppliers

3-(2-Methoxyphenoxy)LacticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-(2-Methoxyphenoxy) Lactic Acid is a metabolite of the Guaifenesin (G810500), a centrally acting muscle relaxant with expectorant properties.

Technology Process of beta-(2-methoxyphenoxy)lactic acid

There total 4 articles about beta-(2-methoxyphenoxy)lactic 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: 74.0%

sodium 2-methoxyphenolate (13052-77-2) + 3-chloro-2-hydroxypropanoic acid (1713-85-5) → CVT-4786 (13057-65-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; Reflux;

DOI:10.1134/S1070428014040150

Reference yield: 73.0%

guaifenesin (93-14-1) → CVT-4786 (13057-65-3)

Guidance literature:

guaifenesin; With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In aq. phosphate buffer; toluene; at 25 ℃; for 0.0833333h; pH=6.8;

With sodium hypochlorite; sodium chlorite; In aq. phosphate buffer; water; toluene; at 50 ℃; for 24h; pH=6.8;

Reference yield: 73.0%

guaifenesin (93-14-1) → (2-methoxyphenoxy)acetic acid (1878-85-9) + CVT-4786 (13057-65-3)

Guidance literature:

guaifenesin; With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In aq. phosphate buffer; toluene; at 25 ℃; pH=6.8;

With sodium hypochlorite; sodium chlorite; In aq. phosphate buffer; toluene; at 50 ℃; for 24h; chemoselective reaction;

DOI:10.1021/acs.orglett.5b01003

upstream raw materials:

guaifenesin

2-methoxy-phenol

sodium 2-methoxyphenolate

3-chloro-2-hydroxypropanoic acid

Refernces

• 1、 Furukawa, Keisuke,Shibuya, Masatoshi,Yamamoto, Yoshihiko. "Chemoselective catalytic oxidation of 1,2-diols to α-hydroxy acids controlled by TEMPO-ClO2 charge-transfer complex". supporting information. p. 2282 - 2285. Retrieved 2015/05/13.
• 2、 Yao, Zhangyu,Gong, Shubo,Guan, Teng,Li, Yunman,Wu, Xiaoming,Sun, Hongbin. "Synthesis of ranolazine metabolites and their anti-myocardial ischemia activities". experimental part. p. 1218 - 1222. Retrieved 2010/06/16.