(R)-4-Benzyl-2-oxazolidinone

HCID 2734969CAS 102029-44-7

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Grundinformationen

Standard-SMILES: O=C1N[C@H](Cc2ccccc2)CO1
InChIKey: OJOFMLDBXPDXLQ-SECBINFHSA-N
Summenformel: C10H11NO2
Durchschnittliche Molmasse: 177,2 g/mol
Monoisotopische Masse: 177,07897859

Überblick

See also: (S)-4-Benzyl-2-oxazolidinone (annotation moved to).

Namen und Bezeichner

Bevorzugter Name: (R)-4-Benzyl-2-oxazolidinone
IUPAC: (4R)-4-benzyl-1,3-oxazolidin-2-one
Englischer Name: (R)-4-Benzyl-2-oxazolidinone
Summenformel: C10H11NO2
Molmasse: 177.2

Namen und Synonyme

(R)-4-Benzyl-2-oxazolidinone(R)-(+)-4-Benzyl-2-oxazolidinone2-Oxazolidinone, 4-(phenylmethyl)-, (4R)-DTXSID60370594RefChem:407325DTXCID20321628102029-44-7(r)-4-benzyloxazolidin-2-one(4R)-4-benzyl-1,3-oxazolidin-2-oneMFCD00010846(+)-4-benzyl-2-oxazolidinone(4r)-4-(phenylmethyl)-1,3-oxazolidin-2-one

Weitere Namen anzeigen

(R)-4-(PHENYLMETHYL)-2-OXAZOLIDINONER-BOZRBOX(4R)-4-BENZYLOXAZOLIDIN-2-ONE4-benzyl-2-0xazolidinone(4R)-Phenylmethyl-2-oxazolidinoneMLS00TB-2044

(r)-(-)-4-benzyl-2-oxazolidinone(4r)-4-(phenylmethyl)-2-oxazolidinone4-Benzyl-1,3-oxazolidin-2-one #(R)-4-benzyl-oxazolidin-2-oneNetarsudil Impurity 7r-4-benzyl-2-oxazolidinoneMLS0012428024(R)-benzyl-2-oxazolidinone

Datenbank-Bezeichner

CAS: 102029-44-7
PubChem CID: 2734969
DTXSID: DTXSID60370594
ChEMBL: CHEMBL1366601
UNII: CVS8468YG3
EC Number: 600-264-2
Nikkaji: J462.969H

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,7
Polarare Oberfläche (TPSA): 38,3 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 2
Schwere Atome: 13
Formalladung: 0
Komplexität: 187

Physikochemische Eigenschaften

Schmelzpunkt: 88 · 88-90 °C
Siedepunkt: 309.12 °C · 309.12°C (rough estimate)
Dichte: 1.1607 · 1.1607 (rough estimate)
Brechungsindex: 14.5 ° · 14.5 ° (C=5, MeOH)
storage temp.: Inert atmosphere,Room Temperature
Löslichkeit: Chloroform (Slightly)
pka: 12.78 · 12.78±0.40(Predicted)
Aggregatzustand: Crystalline Powder
Farbe: White to almost white
Wasserlöslichkeit: Insoluble in water. Soluble in Chloroform.
BRN: 4782551 · 4782551
InChI: 1S/C10H11NO2/c12-10-11-9(7-13-10)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,11,12)/t9-/m1/s1
InChIKey: OJOFMLDBXPDXLQ-SECBINFHSA-N
SMILES: O=C1N[C@@H](CO1)Cc2ccccc2
CAS Datenbank: 102029 · 102029-44-7(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (75%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 4 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information(R)-(+)-4-Benzyl-2-oxazolidinone: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (75%)

Sicherheitsdaten

F: 3-10
wgk: 3
hs_code: 29349990
risk_code: 36/37/38
hazard_code: Xi
safety_code: 22-24/25-36-26
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Anwendungen · 1 Eintrag

Beschreibung(R)-4-Benzyl-2-oxazolidinone is a derivative of oxazolidinone. It can be used in the preparation of enantiopure carbocyclic nucleosides, which act as a HIV protease inhibitor. It can also be used as a chiral auxiliary in the enantioselective synthesis of (2R, 2′S)-erythro-methylphenidate, beta-lactams and alpha-amino acids. Its end product includes asymmetric single isomeric drugs such as antitumor, anesthetic and entipasmodic products.