ethyl (2S)-2-hydroxy-4-oxo-4-phenylbutanoate

Base Information

Chemical Name:ethyl (2S)-2-hydroxy-4-oxo-4-phenylbutanoate
CAS No.:243658-52-8
Molecular Formula:C12H14 O4
Molecular Weight:222.241
Hs Code.:
DSSTox Substance ID:DTXSID20465096
Nikkaji Number:J1.134.640E
Wikidata:Q82290787
Mol file:243658-52-8.mol

Synonyms:243658-52-8;ethyl (2S)-2-hydroxy-4-oxo-4-phenylbutanoate;(S)-Ethyl 2-hydroxy-4-oxo-4-phenylbutanoate;(+)-Ethyl (S)-2-hydroxy-4-oxo-4-phenylbutyrate;(+)-ETHYL (S)-2-HYDROXY-4-OXO-4-PHENYLBU;SCHEMBL5100197;DTXSID20465096;WS-02185;(+)-Ethyl(S)-2-hydroxy-4-oxo-4-phenylbu;D86074;2-hydroxy-4-oxyo-4-phenyl-butanoic acid ethyl ester;(+)-Ethyl (S)-2-hydroxy-4-oxo-4-phenylbutyrate, purum, >=97.0% (sum of enantiomers, HPLC)

Suppliers and Price of ethyl (2S)-2-hydroxy-4-oxo-4-phenylbutanoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
BenzoylLacticAcidEthylEster
25mg
$ 45.00

American Custom Chemicals Corporation
(+)-ETHYL (S)-2-HYDROXY-4-OXO-4-PHENYLBUTYRATE 95.00%
5MG
$ 502.00

Total 4 raw suppliers

Chemical Property of ethyl (2S)-2-hydroxy-4-oxo-4-phenylbutanoate

Chemical Property:

Melting Point:35-38 °C
PSA：63.60000
LogP:1.18340
Storage Temp.:2-8°C
XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:6
Exact Mass:222.08920892
Heavy Atom Count:16
Complexity:243

Purity/Quality:

97% ^*data from raw suppliers

BenzoylLacticAcidEthylEster ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

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

Technology Process of ethyl (2S)-2-hydroxy-4-oxo-4-phenylbutanoate

There total 12 articles about ethyl (2S)-2-hydroxy-4-oxo-4-phenylbutanoate 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: 93.0%

: 924-44-7
glyoxylic acid ethyl ester

: 697301-71-6
(1-phenylvinyl)carbamic acid benzyl ester

: 243658-52-8
(2S)-2-hydroxy-4-oxo-4-phenyl-butyric acid ethyl ester

Guidance literature:: glyoxylic acid ethyl ester; (1-phenylvinyl)carbamic acid benzyl ester; tetrakis(acetonitrile)copper(I) perchlorate; (1R,2R)-N,N'-bis(5-bromobenzylidene)diiminocyclohexane; In dichloromethane; at 0 ℃; for 9h;

With water; hydrogen bromide; In ethanol; at 20 ℃; for 0.025h;

Reference yield: 93.0%

: 924-44-7
glyoxylic acid ethyl ester

: 13735-81-4
1-styrenyloxytrimethylsilane

: 243658-52-8
(2S)-2-hydroxy-4-oxo-4-phenyl-butyric acid ethyl ester

Guidance literature:: glyoxylic acid ethyl ester; 1-styrenyloxytrimethylsilane; With 2BF₄⁽¹⁺⁾*6H₂O*Ni⁽²⁺⁾; C₃₃H₄₈N₄O₄; In dichloromethane; at 30 ℃; for 24h; Inert atmosphere;

With hydrogenchloride; water; In tetrahydrofuran; dichloromethane; at 20 ℃; for 0.5h; optical yield given as %ee; enantioselective reaction;
DOI:10.1055/s-0030-1259698

Reference yield: 85.0%

: 924-44-7
glyoxylic acid ethyl ester

: 72328-04-2
methyl 1-phenylvinylcarbamate

: 243658-52-8
(2S)-2-hydroxy-4-oxo-4-phenyl-butyric acid ethyl ester

Guidance literature:: With nickel(II) tetrafluoroborate hexahydrate; C₂₇H₃₄Br₂N₄O₄; In dichloromethane; at 23 ℃; optical yield given as %ee; enantioselective reaction;
DOI:10.1039/b921042c