(S)-2-Hydroxy-3-methoxy-3,3-diphenylpropanoic acid

Base Information

• Chemical Name: (S)-2-Hydroxy-3-methoxy-3,3-diphenylpropanoic acid
• CAS No.: 178306-52-0
• Molecular Formula: C16H16 O4
• Molecular Weight: 272.301
• European Community (EC) Number: 833-994-7
• UNII: BYC8HKB4JS
• DSSTox Substance ID: DTXSID20572219
• Nikkaji Number: J2.389.270G
• Wikidata: Q72484805
• Mol file: 178306-52-0.mol

Synonyms:178306-52-0;(S)-2-Hydroxy-3-methoxy-3,3-diphenylpropanoic acid;(S)-2-Hydroxy-3-methoxy-3,3-diphenylpropionic acid;(2S)-2-hydroxy-3-methoxy-3,3-diphenylpropanoic acid;BYC8HKB4JS;Benzenepropanoic acid, alpha-hydroxy-beta-methoxy-beta-phenyl-, (alphaS)-;BENZENEPROPANOIC ACID,A-HYDROXY-B-METHOXY-B-PHENYL-,(AS)-;MFCD11113284;Benzenepropanoic acid, ?-hydroxy-?-methoxy-?-phenyl-, (S)-;2S-2-Hydroxy-3-methoxy-3,3-diphenylpropanoic acid;FD7216;UNII-BYC8HKB4JS;SCHEMBL570658;(S)-2-Hydroxy-3-methoxy-3,3-diphenylpropanoicacid;AMY1844;DTXSID20572219;RQJWOLFMWKZKCJ-CQSZACIVSA-N;BCP04673;AKOS015907675;AS-19559;CS-0150662;H1568;(s)-2-hydroxy-3-methoxy-3,3-diphenyl propionic acid;(s)-2-hydroxyl -3-methoxy-3,3-diphenylpropanoic acid;BENZENEPROPANOIC ACID, .ALPHA.-HYDROXY-.BETA.-METHOXY-.BETA.-PHENYL-, (.ALPHA.S)-

Chemical Property of (S)-2-Hydroxy-3-methoxy-3,3-diphenylpropanoic acid

Chemical Property:

• Melting Point: 121 °C
• Boiling Point: 430.3±45.0 °C(Predicted)
• PKA: 3.24±0.28(Predicted)
• PSA: 66.76000
• Density: 1.248
• LogP: 2.02210
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Ethanol (Sparingly, Sonicated), Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 272.10485899
• Heavy Atom Count: 20
• Complexity: 298

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-Hydroxy-3-methoxy-3,3-diphenylpropionic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(C1=CC=CC=C1)(C2=CC=CC=C2)C(C(=O)O)O
• Isomeric SMILES: COC(C1=CC=CC=C1)(C2=CC=CC=C2)[C@@H](C(=O)O)O
• 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. (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

Technology Process of (S)-2-Hydroxy-3-methoxy-3,3-diphenylpropanoic acid

There total 15 articles about (S)-2-Hydroxy-3-methoxy-3,3-diphenylpropanoic 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: 100.0%

2C16H16O4*C5H11NO2 → L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + (S)-2-hydroxy-3-methoxy-3,3-diphenylpropionic acid (178306-52-0,178306-49-5)

Guidance literature:

In ethyl acetate; at 80 ℃; for 3h; Solvent;

Reference yield: 95.0%

2C16H16O4*C5H11NO2 → (S)-2-hydroxy-3-methoxy-3,3-diphenylpropionic acid (178306-52-0,178306-49-5)

Guidance literature:

In tert-butyl methyl ether; water; at 20 ℃; for 0.5h;

Reference yield: 95.0%

(S)-2-hydroxy-3-methoxy-3,3-diphenylpropionic acid L-prolinamide salt → (S)-2-hydroxy-3-methoxy-3,3-diphenylpropionic acid (178306-52-0,178306-49-5)

Guidance literature:

With hydrogenchloride; In diethyl ether; water; pH=2;

upstream raw materials:

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

benzophenone

2-hydroxy-3-methoxy-3,3-diphenylpropionicacid methyl ester

3,3-diphenyloxirane-2-carboxylic acid methyl ester

Downstream raw materials:

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

ambrisentan

darusentan

(S)-2-[(4,6-dimethylpyrimidin-2-yl)oxy]-3-methoxy-3,3-diphenylpropionic acid methyl ester

Refernces

• 1、 -. "Preparation method ambrisentan key intermediate". . . Retrieved 2019/11/20.
• 2、 -. "2 - Hydroxy - 3 - methoxy - 3, 3 - diphenyl-propionic acid racemate resolution method". Paragraph 0009; 0028; 0029; 0031. . Retrieved 2017/12/04.