L-4-Methoxymandelic acid

Base Information

• Chemical Name: L-4-Methoxymandelic acid
• CAS No.: 75172-66-6
• Molecular Formula: C9H10O4
• Molecular Weight: 182.176
• Hs Code.: 29163990
• European Community (EC) Number: 867-381-0
• DSSTox Substance ID: DTXSID40426245
• Nikkaji Number: J94.124G
• Wikidata: Q72490180
• Mol file: 75172-66-6.mol

Synonyms:L-4-Methoxymandelic acid;75172-66-6;(S)-2-Hydroxy-2-(4-methoxyphenyl)acetic acid;(2S)-2-hydroxy-2-(4-methoxyphenyl)acetic acid;MFCD00754498;?L-4-methoxymandelic acid;SCHEMBL4634271;(+)-p-Methoxy-L-mandelic acid;DTXSID40426245;FD1313;AKOS005146321;AKOS015851915;AC-23825;DS-14342;BB 0261296;CS-0043106;(S)-2-Hydroxy-2-(4-methoxyphenyl)aceticacid;EN300-7403032;A847446

Chemical Property of L-4-Methoxymandelic acid

Chemical Property:

• Melting Point: 105-106oC
• Boiling Point: 370.4 °C at 760 mmHg
• Flash Point: 152.6 °C
• PSA: 66.76000
• Density: 1.309 g/cm³
• LogP: 0.81320
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 182.05790880
• Heavy Atom Count: 13
• Complexity: 173

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-Hydroxy-2-(4-methoxyphenyl)aceticacid 95+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(C(=O)O)O
• Isomeric SMILES: COC1=CC=C(C=C1)[C@@H](C(=O)O)O

Technology Process of L-4-Methoxymandelic acid

There total 11 articles about L-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: 97.0%

p-methoxybenzoylformic acid (7099-91-4) → (S)-2-hydroxy-2-(4-methoxyphenyl)acetic acid (75172-66-6)

Guidance literature:

With C₄₈H₅₀N₂O₂P₂Ru*2C₁₈H₁₅P*4Cl^(1-)*2Ru⁽²⁺⁾; hydrogen; sodium acetate; triphenylphosphine; In methanol; at 0 ℃; for 24h; under 30003 Torr; enantioselective reaction; Autoclave;

DOI:10.1002/adsc.201700846

Reference yield: 96.0%

→ (S)-2-hydroxy-2-(4-methoxyphenyl)acetic acid (75172-66-6)

Guidance literature:

With potassium tert-butylate; hydrogen; In ethanol; at 20 ℃; for 24h; under 11400.8 Torr; Inert atmosphere; Autoclave;

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

upstream raw materials:

methyl (S)-α-hydroxy-(4-methoxyphenyl)acetate

dimethyl sulfate

p-methoxybenzoylformic acid

4-methoxyphenylglyoxylate methyl ester

Downstream raw materials:

methyl (S)-α-hydroxy-(4-methoxyphenyl)acetate

Refernces

• 1、 -. "Asymmetric hydrogenation reaction of alpha-ketoacids compound". Paragraph 0031; 0032; 0033; 0037. . Retrieved 2016/10/10.
• 2、 Yan, Pu-Cha,Xie, Jian-Hua,Zhang, Xiang-Dong,Chen, Kang,Li, Yuan-Qiang,Zhou, Qi-Lin,Che, Da-Qing. "Direct asymmetric hydrogenation of α-keto acids by using the highly efficient chiral spiro iridium catalysts". supporting information. p. 15987 - 15990. Retrieved 2015/02/19.