Ethyl phenyllactate, (-)-

Base Information

• Chemical Name: Ethyl phenyllactate, (-)-
• CAS No.: 20918-87-0
• Molecular Formula: C11H14 O3
• Molecular Weight: 194.23
• Hs Code.: 2918199090
• UNII: V493Q7293M
• DSSTox Substance ID: DTXSID50175075
• Nikkaji Number: J1.282.595A
• Wikidata: Q27291520
• Mol file: 20918-87-0.mol

Synonyms:20918-87-0;Ethyl phenyllactate, (-)-;L-Phenyllacticacidethylester;l-Ethyl phenyllactate;ethyl (2S)-2-hydroxy-3-phenylpropanoate;Ethyl 3-phenyl-l-lactate;(S)-Ethyl 3-phenyllactate;ethyl (S)-2-hydroxy-3-phenylpropanoate;(S)-2-Hydroxy-3-phenylpropanoic acid ethyl ester;V493Q7293M;FEMA No. 4598, (-)-;Lactic acid, 3-phenyl-, ethyl ester, l-;L-Phenyllactic acid(OEt);Benzenepropanoic acid, alpha-hydroxy-, ethyl ester, (alphaS)-;(-)-ethyl phenyllactate;SCHEMBL6284464;UNII-V493Q7293M;DTXSID50175075;HBOGUIFRIAXYNB-JTQLQIEISA-N;MFCD11045679;AKOS006307081;Q27291520;Benzenepropanoic acid, alpha-hydroxy-, ethyl ester, (S)-;BENZENEPROPANOIC ACID, .ALPHA.-HYDROXY-, ETHYL ESTER, (S)-;BENZENEPROPANOIC ACID, .ALPHA.-HYDROXY-, ETHYL ESTER, (.ALPHA.S)-

Chemical Property of Ethyl phenyllactate, (-)-

Chemical Property:

• PSA: 46.53000
• LogP: 1.15310
• 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:

97% ^*data from raw suppliers

L-PHENYLLACTIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=CC=CC=C1)O
• Isomeric SMILES: CCOC(=O)[C@H](CC1=CC=CC=C1)O

Technology Process of Ethyl phenyllactate, (-)-

There total 58 articles about Ethyl phenyllactate, (-)- 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: 100.0%

ethanol (64-17-5) + L-3-phenyllactic acid (20312-36-1) → (S)-(-)-ethyl 2-hydroxy-3-phenylpropionate (20918-87-0)

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

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:

2-(N-Methyl-hydrazinocarbonyloxy)-3-phenyl-propionic acid ethyl ester

ethyl (S)-2-acetoxy-3-phenylpropanoate

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

ethyl (S)-2-(4-formylphenoxy)-3-phenylpropanoate

Refernces

• 1、 Hernández-Ruiz, Raquel,Rubio-Presa, Rubén,Suárez-Pantiga, Samuel,Pedrosa, María R.,Fernández-Rodríguez, Manuel A.,Tapia, M. José,Sanz, Roberto. "Mo–Catalyzed One-Pot Synthesis of N-Polyheterocycles from Nitroarenes and Glycols with Recycling of the Waste Reduction Byproduct. Substituent-Tuned Photophysical Properties". supporting information. p. 13613 - 13623. Retrieved 2021/08/23.
• 2、 Yao, Peiyuan,Marshall, James R.,Xu, Zefei,Lim, Jesmine,Charnock, Simon J.,Zhu, Dunming,Turner, Nicholas J.. "Asymmetric Synthesis of N-Substituted α-Amino Esters from α-Ketoesters via Imine Reductase-Catalyzed Reductive Amination". supporting information. p. 8717 - 8721. Retrieved 2021/03/16.