178306-52-0

Basic information

• Product Name: Benzenepropanoic acid,a-hydroxy-b-methoxy-b-phenyl-,(aS)-
• Synonyms: Benzenepropanoic acid,a-hydroxy-b-methoxy-b-phenyl-,(aS)-;(S)-2-hydroxy-3-methoxy-3,3-diphenylpropanoic acid;(S)-2-Hydroxy-3-methoxy-3,3-diphenylpropionic acid;(S)-2-Hydroxyl -3-Methoxy-3,3-diphenylpropanoic acid;AMbrisentan InterMediate;Ambrisentan Hydroxy Acid Impurity;(S)-2-Hydroxy-3-methoxy-3,3-diphenylpropionic Acid;ALST-3
• CAS NO: 178306-52-0
• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.298
• EINECS: 1806241-263-5
• Product Categories: Drug Intermediates
• Mol File: 178306-52-0.mol
• Article Data: 17

Chemical Properties

• Melting Point: 121 °C
• Boiling Point: 430.3±45.0 °C(Predicted)
• Appearance: /
• Density: 1.248
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Ethanol (Sparingly, Sonicated), Methanol (Slightly)
• PKA: 3.24±0.28(Predicted)
• CAS DataBase Reference: Benzenepropanoic acid,a-hydroxy-b-methoxy-b-phenyl-,(aS)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanoic acid,a-hydroxy-b-methoxy-b-phenyl-,(aS)-(178306-52-0)
• EPA Substance Registry System: Benzenepropanoic acid,a-hydroxy-b-methoxy-b-phenyl-,(aS)-(178306-52-0)

Safety Data

• Hazardous Substances Data: 178306-52-0(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 178306-52-0 differently. You can refer to the following data:
1. (S)-2-Hydroxy-3-methoxy-3,3-diphenylpropionic Acid is used in analytical studies for chiral discrimination of α-functionalized acids. Ambrisentan Hydroxy Acid Impurity.
2. (S)-2-Hydroxy-3-methoxy-3,3-diphenylpropionic Acid is used in analytical studies for chiral discrimination of α-functionalized acids. Ambrisentan Hydroxy Acid Impurity

Chemical Properties

White powder

Upstream product

• 67-56-1 methanol 
• 53884-87-0 3,3-diphenyl-2,3-epoxypropionic acid 
• 42142-15-4 1-(4-nitro-phenyl)-ethylamine 
• 4187-53-5 (S)-1-(p-nitrophenyl)ethylamine 
• 178306-51-9 (S)-2-hydroxy-3-methoxy-3,3-diphenyl propionic acid 
• 42882-31-5 (RS)-1-(1-naphthyl)ethylamine 
• 76527-25-8 3,3-diphenyloxirane-2-carboxylic acid methyl ester 
• 178306-47-3 2-hydroxy-3-methoxy-3,3-diphenylpropionicacid methyl ester 
• 119-61-9 benzophenone 

Downstream Products

• 177036-94-1 ambrisentan 
• 171714-84-4 darusentan 
• 1106685-61-3 (S)-2-[(4,6-dimethylpyrimidin-2-yl)oxy]-3-methoxy-3,3-diphenylpropionic acid methyl ester 
• 1231755-51-3 (+)-(2S)-2-[(4,6-dimethylpyrimidin-2-yl)oxy]-3-methoxy-3,3-diphenylpropanoic acid dicyclohexylamine salt 
• 177036-78-1 (S)-2-hydroxy-3-methoxy-3,3-diphenylpropionic acid methyl ester 
• 1431363-04-0 methyl 3-methoxy-2-oxo-3,3-diphenylpropionate 
• 178306-47-3 2-hydroxy-3-methoxy-3,3-diphenylpropionicacid methyl ester 
• 1240470-84-1 (S)-methyl-2-(4,6-dimethylpyrimidin-2-yloxy)-3-methoxy-3,3-diphenylpropionate 
• 177036-94-1 ambrisentan 
• 178306-46-2 (.S)-2-(4,6-dimethoxypyrimidin-2-yloxy)-3-methoxy-3,3-diphenyl propionic acid 
• 1231755-40-0 (S)-2-hydroxy-3-methoxy-3,3-diphenylpropionic acid dicyclohexylamine R(+)-phenylethylamine 
• 224455-84-9 benzyl (S)-2-hydroxy-3-methoxy-3,3-diphenylpropionate 
• 177036-79-2 (S)-methyl 2-(4,6-dimethoxypyrimidin-2-yloxy)-3-methoxy-3,3-diphenylpropionate 
• 1386915-48-5 sodium (S)-2-(4,6-dimethylpyrimidin-2-yloxy)-3-methoxy-3,3-diphenylpropanoate 

Relevant articles and documents

Preparation method of (S)-2-hydroxy-3-methoxy-3, 3-diphenyl propionic acid

The invention discloses a preparation method of (S)-2-hydroxy-3-methoxy-3, 3-diphenyl propionic acid, and relates to the field of drug synthesis. The method comprises the following steps: resolving (RS)-2-hydroxy-3-methoxy-3, 3-diphenyl propionic acid by using a resolution reagent (1S, 2S)-2-amino-1-(4-nitrophenyl) propane-1, 3-diol, carrying out cooling crystallization, collecting solids to obtain a salt of an S-configuration diastereoisomer, adding water into the salt of the S-configuration diastereoisomer to dissolve the salt again, carrying out acidifying, and carrying out extracting, drying, concentrating and recrystallizing to obtain high-optical purity (S)-2-hydroxyl-3-methoxyl-3-diphenyl propionic acid. According to the method, the resolution reagent which is cheap, easy to obtainand good in safety is used, the mass yield is 45% or above while the cost is reduced, the method can be amplified to large-scale industrial production, and the method has very good industrial prospects.

Method for preparing 2-hydroxy-3-methoxy-3,3,-diphenyl propionate racemate

The invention provides a method for preparing racemate 2-hydroxy-3-methoxy-3,3,-diphenyl propionate. The method comprises the following steps: 1) dissolving R-2-hydroxy-3-methoxy-3,3,-diphenyl propionate-L-proline methylester salt in a mixed solvent to obtain a solution; 2) adding a first acid solid or a solution into the solution of the step 1), and performing backflowing; 3) after the reaction is completed, adding a solution of a second acid, performing liquid separation, and collecting an organic phase; 4) concentrating the organic phase, dissolving a residue obtained after desolvation into ethanol or methanol, adding a hydroxide solution, separating out racemate 2-hydroxy-3-methoxy-3,3,-diphenyl propionate, drying, and filtering, thereby obtaining the racemate 2-hydroxy-3-methoxy-3,3,-diphenyl propionate. The invention further provides a process for preparing S-2-hydroxy-3-methoxy-3,3,-diphenyl propionate. The yield can be increased to about 40% from 30%, meanwhile wastes can be reduced, and good economic benefits and social benefits can be achieved.

2 - Hydroxy - 3 - methoxy - 3, 3 - diphenyl-propionic acid racemate resolution method

The invention relates to a resolution method of 2-hydroxy-3-methoxy-3,3-dibenzylpropionic acid racemate. The method comprises the following steps: reacting racemic acid with an optical alkali, and separating non-enantiomeric salts of acid and alkali. L-proline methyl ester hydrochloride and R-(+)-alpha-phenylethylamine are used as optically active alkalis. Highly pure target compounds can be obtained in a high yield mode by using an efficient and cheap resolution reagent, and the method has good reappearance in industrial production and has a wide industrial application prospect.