(R)-4-METHOXYMANDELIC ACID

Base Information

• Chemical Name: (R)-4-METHOXYMANDELIC ACID
• CAS No.: 20714-89-0
• Molecular Formula: C9H10O4
• Molecular Weight: 182.176
• Hs Code.: 29189900
• Mol file: 20714-89-0.mol

Synonyms:Benzeneaceticacid, a-hydroxy-4-methoxy-, (R)-;Mandelic acid, p-methoxy-, (R)-(-)- (8CI);(R)-2-Hydroxy-2-(4-methoxyphenyl)ethanoicacid;(R)-4-Methoxymandelic acid;(R)-p-Methoxymandelic acid;(aR)-a-Hydroxy-4-methoxybenzeneacetic acid;4-Methoxy-D-mandelic acid;D-4-Methoxymandelic acid;

Chemical Property of (R)-4-METHOXYMANDELIC ACID

Chemical Property:

• Melting Point: 102-104 °C
• Boiling Point: 370.361 °C at 760 mmHg
• PKA: 3.43±0.10(Predicted)
• Flash Point: 152.648 °C
• PSA: 66.76000
• Density: 1.309 g/cm³
• LogP: 0.81320
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

D-4-Methoxymandelicacid >95% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-4-METHOXYMANDELIC ACID

There total 13 articles about (R)-4-METHOXYMANDELIC 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: 69.0%

vinyl acetate (108-05-4,9003-20-7) + 4-Methoxymandelic acid (20714-90-3) → (+)-p-methoxy-O-acetylmandelic acid (33173-35-2) + (-)-p-methoxymandelic acid (10502-44-0,20714-89-0,20714-90-3,75172-66-6)

Guidance literature:

In acetone; toluene; at 37 ℃; for 24h; Pseudomonas sp. lipase;

DOI:10.1002/prac.19923340614

Reference yield: 44.0%

acetoxy-(4-methoxy-phenyl)-acetic acid (33173-35-2) → C11H12O5 + (R)-2-hydroxy-2-(4-methoxyphenyl)acetic acid (20714-89-0)

Guidance literature:

With immobilized lipase B from Candida antarctica; ammonia; In 2,2,4-trimethylpentane; at 25 ℃; for 12h; Solvent; Temperature; Resolution of racemate; Enzymatic reaction;

DOI:10.1016/j.tetlet.2016.10.054

Reference yield:

4-Methoxymandelic acid (20714-90-3) → (R)-2-hydroxy-2-(4-methoxyphenyl)acetic acid (20714-89-0) + 4-methoxybenzoic acid (100-09-4)

Guidance literature:

With Nocardia diaphanozonaria cells; glycerol; peptone; beef extract; yeast extract; In water; at 30 ℃; for 48h; pH=7.0;

DOI:10.1021/jo034253x

upstream raw materials:

4-Methoxymandelic acid

methyl 2-hydroxy-2-(4-methoxyphenyl)acetate

4-methoxy-benzaldehyde

methyl (R)-2-hydroxy-2-(4-methoxyphenyl)acetate

Downstream raw materials:

methyl (R)-2-hydroxy-2-(4-methoxyphenyl)acetate

Refernces

• 1、 Chen, Shan,Liu, Fuyan,Zhang, Kuan,Huang, Hansheng,Wang, Huani,Zhou, Jiaying,Zhang, Jing,Gong, Yiwei,Zhang, Dela,Chen, Yiping,Lin, Chang,Wang, Bo. "An efficient enzymatic aminolysis for kinetic resolution of aromatic α-hydroxyl acid in non-aqueous media". . p. 5312 - 5314. Retrieved 2016/11/16.
• 2、 Xue, Ya-Ping,Zheng, Yu-Guo,Zhang, Ya-Qin,Sun, Jing-Lei,Liu, Zhi-Qiang,Shen, Yin-Chu. "One-pot, single-step deracemization of 2-hydroxyacids by tandem biocatalytic oxidation and reduction". supporting information. p. 10706 - 10708. Retrieved 2013/11/06.