Benzenepropanoic acid,a-hydroxy-b-methoxy-b-phenyl-,(aS)- Chemical Properties

Melting point:

121 °C

Boiling point:

430.3±45.0 °C(Predicted)

Density 

1.248

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Ethanol (Sparingly, Sonicated), Methanol (Slightly)

pka

3.24±0.28(Predicted)

form 

Solid

color 

White to Off-White

InChI

InChI=1/C16H16O4/c1-20-16(14(17)15(18)19,12-8-4-2-5-9-12)13-10-6-3-7-11-13/h2-11,14,17H,1H3,(H,18,19)/t14-/s3

InChIKey

RQJWOLFMWKZKCJ-WDHUHKLTNA-N

SMILES

C(OC)(C1=CC=CC=C1)(C1C=CC=CC=1)[C@H](O)C(=O)O |&1:15,r|

Safety Information

HS Code 

2918.99.4700

Benzenepropanoic acid,a-hydroxy-b-methoxy-b-phenyl-,(aS)- Usage And Synthesis

Uses

(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

Uses

(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

Synthesis

The general procedure for the synthesis of (S)-2-hydroxy-3-methoxy-3,3-diphenylpropionic acid from 2-hydroxy-3-methoxy-3,3-diphenylpropionic acid was as follows: 500 mg (1.84 mmol) of (RS)-2-hydroxy-3-methoxy-3,3-diphenylpropionic acid was dissolved in 8 mL of 2-propanol, followed by addition of 135 mg (0.92 mmol) of (S)-(+)-1,2,3,4-tetrahydro-1-naphthylamine. The reaction mixture was stirred under heated reflux conditions for 1 hour, then cooled to room temperature and continued stirring for 2 hours. The precipitated crystals were collected by filtration, washed with 2-propanol and finally dried under reduced pressure. The same operations as in Example 1 were performed according to the solvents listed in Table 1.

References

[1] Patent: JP2017/128528, 2017, A. Location in patent: Paragraph 0005; 0041; 0042; 0045; 0046
[2] Patent: WO2012/17441, 2012, A1. Location in patent: Page/Page column 11-12
[3] Patent: CN104098462, 2017, B. Location in patent: Paragraph 0009; 0028; 0029; 0031
[4] Patent: JP5700378, 2015, B2. Location in patent: Paragraph 0071; 0072
[5] Patent: WO2013/57468, 2013, A1. Location in patent: Page/Page column 23-24

Benzenepropanoic acid,a-hydroxy-b-methoxy-b-phenyl-,(aS)-(178306-52-0)Related Product Information

• (S)-4-HydroxyMethyl AMbrisentan
• (R)-AMbrisentan
• (S)-2-Hydroxy-3-methoxy-3,3-diphenylpropionic acid methyl ester
• rac-Ambrisentan-d5
• MATFPFPXUXCLHI-UHFFFAOYSA-N
• FELOPRENTAN
• Benzenepropanoic acid,a-hydroxy-b-methoxy-b-phenyl-,(aS)-
• 2-[(4,6-Dimethyl-2-pyrimidinyl)oxy]-3,3-diphenyl-2-propenoic Acid
• 4,6-Dimethyl-2-hydroxypyrimidine
• Ambrisentan
• Ambrisentan pyrimidine Ester Impurity
• Ambrisentan Hydroxy Acid Impurity (R-isomer)
• Ambrisentan N-Oxide
• Ambrisentan Acyl Glucuronide (Mixture of Diastereomers)
• DARUSENTAN
• 4-Hydroxy Methyl Ambrisentan-D3
• 4-Hydroxymethyl ambrisentan acyl beta-glucuronide