| Identification | Back Directory | [Name]
(4S)-3-[(5R)-5-(4-FLUOROPHENYL)-5-HYDROXYPENTANOYL]-4-PHENYL-1,3-OXAZOLIDIN-2-ONE | [CAS]
189028-95-3 | [Synonyms]
ZT-5
Ezetimibe INT A
-5-(4-Fluorophenyl)
-5-hydroxypentanoyl)
EzetiMibe InterMediates
3-[(5S)-5-(4-fluorophenyl)-5-hydroxy-1-oxopentyl]-4-phenyl-
(4S)-3-[(5R)-5-(4-Fluorophenyl)-5-Hydroxypentanoyl]-4-pheny-1,3-oxzolidin-2-One
(4S)-3-[(5S)-5-(4-fluorophenyl)-5-hydroxy-1-oxo-pentyl]-4-phenyl-2-Oxazolidinone
(4S)-3-[(5R)-5-(4-FLUOROPHENYL)-5-HYDROXYPENTANOYL]-4-PHENYL-1,3-OXAZOLIDIN-2-ONE
(4S)-3-[(5S)-5-(4-Fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidin-2-one
(4S)-4-Phenyl-3-[(5S)-5-(4-fluorophenyl)-5-hydroxypentanoyl]-1,3-oxazolidin-2-one
3-[(5S)-5-(4-fluorophenyl)-5-hydroxy-1-oxopentyl]-4-phenyl-, (4S)- 2-Oxazolidinone
2-Oxazolidinone, 3-[(5S)-5-(4-fluorophenyl)-5-hydroxy-1-oxopentyl]-4-phenyl-, (4S)- | [EINECS(EC#)]
606-165-0 | [Molecular Formula]
C20H20FNO4 | [MDL Number]
MFCD13194798 | [MOL File]
189028-95-3.mol | [Molecular Weight]
357.38 |
| Chemical Properties | Back Directory | [Boiling point ]
572.7±50.0 °C(Predicted) | [density ]
1.297 | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
Chloroform (Sparingly), Methanol (Slightly) | [form ]
Solid | [pka]
14.17±0.20(Predicted) | [color ]
White to Off-White | [InChI]
InChI=1S/C20H20FNO4/c21-16-11-9-15(10-12-16)18(23)7-4-8-19(24)22-17(13-26-20(22)25)14-5-2-1-3-6-14/h1-3,5-6,9-12,17-18,23H,4,7-8,13H2/t17-,18+/m1/s1 | [InChIKey]
AVAZNWOHQJYCEL-MSOLQXFVSA-N | [SMILES]
O1C[C@H](C2=CC=CC=C2)N(C(=O)CCC[C@@H](C2=CC=C(F)C=C2)O)C1=O |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H315-H319-H335 | [Precautionary statements ]
P261-P301+P312-P302+P352-P304+P340-P305+P351+P338 |
| Questions and Answers (Q&A) | Back Directory | [Description]
(4S)-3-[(5R)-5-(4-FLUOROPHENYL)-5-HYDROXYPENTANOYL]-4-PHENYL-1, 3-OXAZOLIDIN-2-ONE is a derivative of 2-oxazolidine, which is an effective antimicrobial. It can be used as a pharmaceutical intermediate for the preparation of ezetimibe which is a drug used to lower the patients’ plasma cholesterol levels.
| [References]
http://www.cphi-online.com/ezetimibe-intermediate-4s3-prod587443.html
https://en.wikipedia.org/wiki/2-Oxazolidone
|
| Hazard Information | Back Directory | [Chemical Properties]
Solid | [Uses]
3-[(5S)-(4-Fluorophenyl)-5-hydroxypentanoyl]-(4S)-phenyl-1,3-oxazolidin-2-one is an intermediate of Ezetimibe (E975000, E975002), an antihyperlipoproteinemic. A cholesterol absorption inhibitor. | [Synthesis]
A process for synthesis of (4S)-3-[(5R)-5-(4-FLUOROPHENYL)-5-HYDROXYPENTANOYL]-4-PHENYL-1,3-OXAZOLIDIN-2-ONE comprising of resolution of 4S- phenyl -3-[(5RS)-5-(4-fluorophenyl)-5-hydroxypentanoyl] -1,3 oxazolidin 2-one by selective esterification of 4S-phenyl -3-[(5R)-5-(4-fluorophenyl)-5-hydroxypentanoyl] -1,3 oxazolidin 2-one using appropriate esterification reagent in an organic solvent in presence of Lipase enzyme at a temperature ranging from 0° to 100°C, and further isolation. |
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| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Jia Xing Isenchem Co.,Ltd
|
| Telephone: |
0573-85285100 18627885956 |
| Website: |
https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
| Company Name: |
China Langchem Inc.
|
| Telephone: |
0086-21-58956006 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList19141/0_EN.htm |
|