(R)-2-HYDROXY-4-PHENYLBUTENOIC ACID

Base Information

• Chemical Name: (R)-2-HYDROXY-4-PHENYLBUTENOIC ACID
• CAS No.: 128573-54-6
• Molecular Formula: C10H10O3
• Molecular Weight: 178.18500
• Mol file: 128573-54-6.mol

Synonyms:

Chemical Property of (R)-2-HYDROXY-4-PHENYLBUTENOIC ACID

Chemical Property:

• Boiling Point: 396.9±32.0 °C(Predicted)
• PKA: 3.59±0.11(Predicted)
• PSA: 57.53000
• Density: 1.277±0.06 g/cm3(Predicted)
• LogP: 1.14530

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-2-HYDROXY-4-PHENYLBUTENOIC ACID

There total 78 articles about (R)-2-HYDROXY-4-PHENYLBUTENOIC 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: 98.0%

benzaldehyde (100-52-7) + 2-oxo-propionic acid (127-17-3) → C10H10O3 (128573-54-6)

Guidance literature:

benzaldehyde; 2-oxo-propionic acid; With potassium hydroxide; In methanol; at 0 - 25 ℃; Inert atmosphere;

With hydrogenchloride; glutamate dehydrogenase; ketone reductase enzyme; nicotinamide adenine dinucleotide phosphate; sodium hydroxide; In aq. phosphate buffer; water; at 30 ℃; for 24h; pH=6; Reagent/catalyst; Temperature; Enzymatic reaction;

Reference yield: 90.0%

(E)-2-oxo-4-phenyl-3-butenoic acid (1914-59-6) → (R)-(E)-2-hydroxy-4-phenyl-3-butenoic acid (140632-55-9,128573-54-6)

Guidance literature:

With hydrogen; 1,1'-dibenzyl-4,4'-bipyridinium; In water; at 35 ℃; under 760 Torr; Product distribution; Mechanism; Equilibrium constant; other 2-oxo acids; or sodium formate (or both together), biosynthesis by Proteus vulgaris (potassium phosphate buffer pH 7.0), pH dependence, various reaction times, or cell free extract (other reagent, other temperature);

DOI:10.1016/S0040-4020(01)86506-6

Reference yield: 87.0%

rac-(Z)-2-hydroxy-4-phenyl-3-butenoic acid ethyl ester → rac-(Z)-2-hydroxy-4-phenyl-3-butenoic acid (13113-14-9,128573-54-6)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1002/adsc.200505012

upstream raw materials:

(E)-3-phenylpropenal

(E)-2-oxo-4-phenyl-3-butenoic acid

2-hydroxy-4-phenyl-3-butenenitrile

C₁₀H₁₁NO₂

Downstream raw materials:

(S)-2-hydroxy-4-phenyl-3-butenoic acid

(R)-(E)-2-hydroxy-4-phenyl-3-butenoic acid

(2R,3S,4R)-3,4-dibromo-2-hydroxy-4-phenyl-butyric acid

4-hydroxy-4-phenylbut-2-enoic acid

Refernces

• 1、 Singh, Kishanpal,Sohal, Harvinder Singh,Singh, Baljit. "Synthesis of α-hydroxycarboxylic acids from various aldehydes and ketones by direct electrocarboxylation: A facile, efficient and atom economy protocol". . p. 839 - 845. Retrieved 2021/04/09.
• 2、 Cincinelli, Raffaella,Scaglioni, Leonardo,Arnold, Nelly A.,Dallavalle, Sabrina. "Structure and absolute configuration of new acidic metabolites from Stachys ehrenbergii". . p. 5972 - 5975. Retrieved 2011/11/30.