42267-16-3

Basic information

• Product Name: 2-AMINO-3-HYDROXY-3-PHENYL-PROPIONIC ACID ETHYL ESTER HYDROCHLORIDE
• Synonyms: 2-AMINO-3-HYDROXY-3-PHENYL-PROPIONIC ACID ETHYL ESTER HYDROCHLORIDE;ethyl 2-amino-3-hydroxy-3-phenylpropanoate hydrochloride
• CAS NO: 42267-16-3
• Molecular Formula: C₁₁H₁₅NO₃*ClH
• Molecular Weight: 245.7
• Mol File: 42267-16-3.mol

Chemical Properties

• Melting Point: 137.5-139 °C(Solv: ethanol (64-17-5))
• Boiling Point: 357.7°C at 760 mmHg
• Flash Point: 170.1°C
• Appearance: /
• Density: 1.178g/cm³
• Vapor Pressure: 9.76E-06mmHg at 25°C
• Refractive Index: 1.549
• CAS DataBase Reference: 2-AMINO-3-HYDROXY-3-PHENYL-PROPIONIC ACID ETHYL ESTER HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-3-HYDROXY-3-PHENYL-PROPIONIC ACID ETHYL ESTER HYDROCHLORIDE(42267-16-3)
• EPA Substance Registry System: 2-AMINO-3-HYDROXY-3-PHENYL-PROPIONIC ACID ETHYL ESTER HYDROCHLORIDE(42267-16-3)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 42267-16-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-AMINO-3-HYDROXY-3-PHENYL-PROPIONIC ACID ETHYL ESTER HYDROCHLORIDE is used as a precursor for the synthesis of various pharmaceutical drugs due to its potential biological activities.
Used in Organic Synthesis:
2-AMINO-3-HYDROXY-3-PHENYL-PROPIONIC ACID ETHYL ESTER HYDROCHLORIDE is used as a building block for the synthesis of various amino acid derivatives, making it an important intermediate in organic synthesis.
Used in Medical Research:
2-AMINO-3-HYDROXY-3-PHENYL-PROPIONIC ACID ETHYL ESTER HYDROCHLORIDE is used as a subject of research for its potential therapeutic uses in the treatment of certain medical conditions, with ongoing studies to explore its analgesic and anti-inflammatory properties.

InChI:InChI=1/C11H15NO3/c1-2-15-11(14)9(12)10(13)8-6-4-3-5-7-8/h3-7,9-10,13H,2,12H2,1H3

Upstream product

• 623-33-6 glycine ethyl ester hydrochloride 
• 100-52-7 benzaldehyde 
• 64-17-5 ethanol 
• 69-96-5 dl-threo-phenylserine 

Downstream Products

• 26348-47-0 (Z)-2-benzamidocinnamic acid 
• 46506-67-6 (2RS,3SR)-2-acetylamino-3-hydroxy-3-phenyl-propionic acid 
• 50610-93-0 (1RS,2RS)-2-benzoylamino-1-phenyl-propane-1,3-diol 
• 92963-95-6 (2RS,3SR)-2-benzoylamino-3-hydroxy-3-phenylpropanoic acid 
• 88854-18-6 (2S,3R)-ethyl 2-acetamido-3-acetoxy-3-phenylpropanoate 
• 64951-84-4 ethyl cis-4,5-dihydro-2,5-diphenyl-4-oxazolecarboxylate 
• 3306-06-7 (1RS,2SR)-2-amino-1-phenyl-propane-1,3-diol 
• 3306-06-7 (+/-)-threo-2-amino-1-phenyl-1,3-propanediol 
• 130517-93-0 (2S,3R)-2-Butyrylamino-3-hydroxy-3-phenyl-propionic acid ethyl ester 
• 64951-84-4 ethyl trans-4,5-dihydro-2,5-diphenyl-4-oxazolecarboxylate 

Relevant articles and documents

Synthesis of α-hydroxy-β-triflamido carboxylic esters through ring-opening of alkoxycarbonyl oxiranes

The oxirane ring of 3-alkyl- and 3-arylglycidic esters has been opened with trifluoromethanesulfonamide (TfNH2) under solid-liquid heterogeneous conditions. The corresponding α-hydroxy-β-triflamido sters were produced in good yields, in a regio- and stereoselective fashion. Several reaction parameters, such as the nature of the base, the presence of a phase transfer catalyst and/or a solvent have been examined. Georg Thieme Verlag Stuttgart.

CHEMO-ENZYMATIC SYNTHESIS OF ALL ISOMERIC 3-PHENYLSERINES AND -ISOSERINES

The synthesis of all isomers of 3-phenylserines and 3-phenylisoserines in enantiomerically pure form is presented.Diastereomerically pure educts (threo/erythro-2-azido-3-butanoyloxy-3-phenyl-propionic esters, threo/erythro-3-azido-2-butanoyloxy-3-phenylpropionic esters, threo-2-butanoylamino-3-butanoyloxy-3-phenylpropionic ester, erythro-3-butanoylamino-2-butanoyloxy-3-phenyl-propionamide) were prepared from cinnamic acid derivatives or via aldol condensations of benzaldehyde and suitable enolates in few steps.These racemates were resolved with lipases from Candida cylindracea (CC) and Pseudomonas fluorescens (P) and the obtained products were hydrogenated to 3-phenylserines and -isoserines.The influence of the acyl group in the enzymatic resolution of erythro-3-azido-2-acyloxy-3-phenylpropionic esters was investigated.