(S)-(+)-alpha-Methoxyphenylacetic acid

Base Information

• Chemical Name: (S)-(+)-alpha-Methoxyphenylacetic acid
• CAS No.: 26164-26-1
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Hs Code.: 29189900
• European Community (EC) Number: 247-492-5
• UNII: VL35DS7HGX
• Nikkaji Number: J51.766F
• Mol file: 26164-26-1.mol

Synonyms:Aceticacid, methoxyphenyl-, (S)- (8CI);Benzeneacetic acid, a-methoxy-, (S)-;(+)-2-Methoxy-2-phenylacetic acid;(+)-2-Methoxyphenylacetic acid;(+)-Methoxyphenylacetic acid;(+)-a-Methoxyphenylacetic acid;(2S)-O-Methylmandelic acid;(S)-(+)-2-Methoxy-2-phenylacetic acid;(S)-(+)-Methoxyphenylacetic acid;(S)-(+)-O-Methylmandelic acid;(S)-(+)-a-Methoxyphenylacetic acid;(S)-2-Methoxy-2-(phenyl)ethanoicacid;(S)-2-Methoxy-2-phenylacetic acid;(S)-2-Methoxyphenylacetic acid;(S)-Methoxyphenylacetic acid;(S)-O-Methylmandelic acid;(S)-a-Methoxy-a-phenylacetic acid;(S)-a-Methoxybenzeneacetic acid;(S)-a-Methoxybenzeneethanoic acid;(S)-a-Methoxyphenylacetic acid;L-a-Methoxyphenylacetic acid;

Chemical Property of (S)-(+)-alpha-Methoxyphenylacetic acid

Chemical Property:

• Appearance/Colour: White Solid
• Vapor Pressure: 0.00146mmHg at 25°C
• Melting Point: 64-66 °C(lit.)
• Refractive Index: 147 ° (C=0.5, EtOH)
• Boiling Point: 283.756 °C at 760 mmHg
• PKA: 3.10±0.10(Predicted)
• Flash Point: 116.129 °C
• PSA: 46.53000
• Density: 1.183 g/cm³
• LogP: 1.45870
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethanol (Slightly)
• Water Solubility.: Soluble
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 150

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-(+)-α-Methoxyphenylacetic Acid >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(C1=CC=CC=C1)C(=O)O
• Isomeric SMILES: CO[C@@H](C1=CC=CC=C1)C(=O)O
• Uses: (S)-(+)-α-Methoxyphenylacetic Acid (cas# 26164-26-1) is a compound useful in organic synthesis. Reactant involved in the synthesis of biologically active molecules including:Acyclonucleoside phosphonates structural analogs of adefovirLabeled discodermolide for studying binding to tubulin10-Isocyano-4-cadinene used for antifouling activityReactant involved in studies of immunostimulating chromanones gonytolides A-CReactant involved in: Hydroxylations and epoxidationsHydrogenations

Technology Process of (S)-(+)-alpha-Methoxyphenylacetic acid

There total 58 articles about (S)-(+)-alpha-Methoxyphenylacetic 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: 85.0%

(+)-(1S,3S,4R)-5,5,5-trifluoro-3-hydroxy-1,4-dimethoxy-1,4-diphenylpentan-2-one → (+)-(R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionaldehyde + (S)-2-methoxy-2-phenylacetic acid (26164-26-1)

Guidance literature:

With periodic acid; In diethyl ether; at 0 - 20 ℃;

DOI:10.1021/jo062016z

Reference yield: 37.0%

(S)-Mandelic acid (17199-29-0) + dimethyl sulfate (77-78-1) → (S)-2-methoxy-2-phenylacetic acid (26164-26-1)

Guidance literature:

With sodium hydroxide; In water; at 45 ℃; for 3h;

DOI:10.1021/jm00090a014

Reference yield: 31.0%

(R)-Mandelic Acid (611-71-2) + dimethyl sulfate (77-78-1) → (R)-methoxyphenylacetic acid (3966-32-3) + (S)-2-methoxy-2-phenylacetic acid (26164-26-1)

Guidance literature:

With sodium hydroxide; In water; at 45 ℃; for 3h; Title compound not separated from byproducts;

DOI:10.1021/jm00090a014

upstream raw materials:

(S)-methyl 2-methoxy-2-phenylacetate

(S)-α-methoxyphenylacetaldehyde

rac-methoxyphenylacetic acid

(S)-Mandelic acid

Downstream raw materials:

(S)-Methoxy-phenyl-acetic acid (2R,6R)-2,6,10-trimethyl-undecyl ester

(S)-O-Methylmandelic acid derivative of (2R,3R,4S,5R)-3-Hydroxy-2-methoxy-8-methyl-5-tetradecanoylnon-6-ene 1,4-lactone

(S)-2-((S)-2-Methoxy-2-phenyl-acetoxy)-3-propenylidene-decanoic acid methyl ester

(R)-2-((S)-2-Methoxy-2-phenyl-acetoxy)-3-propenylidene-decanoic acid methyl ester

Refernces

• 1、 Bamann,Portmann. "-". . p. 513,518. Retrieved 1932.
• 2、 -. "N-SUBSTITUTED ALPHA-AMINO AND ALPHA-HYDROXY CARBOXAMIDE DERIVATIVES". Paragraph 0131. . Retrieved 2021/10/30.
• 3、 Blinov,Reshetova. "Effect of the concentration of organic modifier in an aqueous-ethanol mobile phase on the chromatographic retention and thermodynamic characteristics of the adsorption of enantiomers of α-phenylcarboxylic acids on silica gel with immobilized eremomycin antibiotic". . p. 1778 - 1784. Retrieved 2014/11/08.