Ethyl 2-hydroxy-3-phenylpropanoate

Base Information

• Chemical Name: Ethyl 2-hydroxy-3-phenylpropanoate
• CAS No.: 15399-05-0
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23
• UNII: R64374A2E5
• DSSTox Substance ID: DTXSID50934886
• Nikkaji Number: J303.567K
• Wikidata: Q27159686
• Mol file: 15399-05-0.mol

Synonyms:ethyl 2-hydroxy-3-phenylpropanoate;15399-05-0;Ethyl phenyllactate;Ethyl 2-hydroxy-3-phenylpropionate;3-Phenyllactic acid ethyl ester;Phenyllactic acid ethyl ester;FEMA No. 4598;Lactic acid, 3-phenyl-, ethyl ester;Ethyl phenyllactate, (+-)-;Ethyl alpha-hydroxyhydrocinnamate;UNII-R64374A2E5;Propanoic acid, 2-hydroxy-3-phenyl, ethyl ester;Benzenepropanoic acid, alpha-hydroxy-, ethyl ester;R64374A2E5;SCHEMBL1245765;CHEBI:87513;DTXSID50934886;ethyl2-hydroxy-3-phenylpropanoate;AKOS008153803;ETHYL PHENYLLACTATE, (+/-)-;AS-77549;ETHYL .ALPHA.-HYDROXYHYDROCINNAMATE;CS-0198953;FT-0709626;2-hydroxy-3-phenyl-propionic acid ethyl ester;EN300-82299;D97639;Q27159686;Z965048074;BENZENEPROPANOIC ACID, .ALPHA.-HYDROXY-, ETHYL ESTER

Chemical Property of Ethyl 2-hydroxy-3-phenylpropanoate

Chemical Property:

• Vapor Pressure: 0.000464mmHg at 25°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 194.094294304
• Heavy Atom Count: 14
• Complexity: 173

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=CC=CC=C1)O

Technology Process of Ethyl 2-hydroxy-3-phenylpropanoate

There total 46 articles about Ethyl 2-hydroxy-3-phenylpropanoate 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%

ethanol (64-17-5) + D-phenyllactic acid (828-01-3,7326-19-4,20312-36-1,156-05-8) → ethyl (R)-2-hydroxy-3-phenylpropanoate (15399-05-0,15399-27-6,20918-87-0,20918-88-1)

Guidance literature:

With hydrogen cation;

DOI:10.1016/S0957-4166(98)00277-8

Reference yield: 96.0%

ethanol (64-17-5) + (3R,5S,6R,9S)-3-Benzyl-9-methyl-6-(1-methyl-1-phenyl-ethyl)-1,4-dioxa-spiro[4.5]decan-2-one (104196-79-4,104264-85-9) → ethyl (R)-2-hydroxy-3-phenylpropanoate (15399-05-0,15399-27-6,20918-87-0,20918-88-1) + (-)-(2S,5R)-5-Methyl-2-(1-methyl-1-phenylethyl)cyclohexanon (97371-54-5)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

DOI:10.1021/jo00369a049

Reference yield: 95.0%

ethyl 3-phenylglycidate (121-39-1) → ethyl 2-hydroxy-3-phenylpropanoate (15399-27-6,20918-87-0,20918-88-1,15399-05-0)

Guidance literature:

With hydrogen; Pd/magnetite; In ethyl acetate; at 23 ℃; for 1h; under 760.051 Torr;

DOI:10.1021/ol701456w

upstream raw materials:

ethyl 3-phenylpyruvate

benzyl chloride

2-acetoxy-acetoacetic acid ethyl ester

2-diazo-3-phenyl-propionic acid ethyl ester

Downstream raw materials:

ethyl (R)-2-hydroxy-3-phenylpropanoate

(S)-(-)-ethyl 2-hydroxy-3-phenylpropionate

C₂₃H₂₁O₃^(1-)*Na⁽¹⁺⁾

C₂₁H₁₇FO₃