3-Oxo-azetidine-1-carboxylic acid tert-butyl ester
Grundinformationen
- CAS
398489-26-4- Standard-SMILES
CC(C)(C)OC(=O)N1CC(=O)C1- InChIKey
VMKIXWAFFVLJCK-UHFFFAOYSA-N- Summenformel
- C8H13NO3
- Durchschnittliche Molmasse
- 171,19 g/mol
- Monoisotopische Masse
- 171,08954328
Namen und Bezeichner
- Bevorzugter Name
- 3-Oxo-azetidine-1-carboxylic acid tert-butyl ester
- IUPAC
- tert-butyl 3-oxoazetidine-1-carboxylate
- Englischer Name
- 1-Boc-3-azetidinone
- Summenformel
- C8H13NO3
- Molmasse
- 171.19
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
398489-26-4- PubChem CID
- 1519404
- DTXSID
DTXSID90364022- EC Number
- 627-725-0
- Nikkaji
- J1.185.783C
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 0,8
- Polarare Oberfläche (TPSA)
- 46,6 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 12
- Formalladung
- 0
- Komplexität
- 209
Physikochemische Eigenschaften
- Schmelzpunkt
- 47 · 47-51 °C
- Siedepunkt
- 251.3 · 251.3±33.0 °C(Predicted)
- Dichte
- 1.174 · 1.174±0.06 g/cm3(Predicted)
- Flammpunkt
- 102 °C · 102 °C
- storage temp.
- 2 · Inert atmosphere,2-8°C
- Löslichkeit
- Chloroform (Sparingly), Dichloromethane (Slightly)
- pka
- -1.99 · -1.99±0.20(Predicted)
- Aggregatzustand
- Crystalline Powder
- Farbe
- White to off-white
- InChI
- InChI=1S/C8H13NO3/c1-8(2,3)12-7(11)9-4-6(10)5-9/h4-5H2,1-3H3
- InChIKey
- VMKIXWAFFVLJCK-UHFFFAOYSA-N
- SMILES
- N1(C(OC(C)(C)C)=O)CC(=O)C1
- CAS Datenbank
- 398489 · 398489-26-4(CAS DataBase Reference)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H302 (97.8%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 45 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Sicherheitsdaten
- wgk
- 3
- ridadr
- UN 3335
- hs_code
- 29339900
- risk_code
- 22-37/38-41
- hazard_code
- Xi,Xn
- safety_code
- 26-39
- hazard_class
- IRRITANT
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2STOT SE 3
Chemie und Industrie
Anwendungen
Verwenden1-Boc-3-azetidinone can be used for the preparation of antibacterial aminoglycoside analogs.
Verwendentert-Butyl 3-oxoazetidine-1-carboxylate(1-Boc-3-azetidinone) is a currently common organic intermediate. It is a key intermediate for preparing various medicaments. It can be used for preparing Janus kinase 3(JAKS), which is a useful target for immunosuppression and transplant rejection, and can be used for treating inflammatory disorders, autoimmune disorders, cancer and other diseases; also useful in the preparation of a second class of HCV protease inhibitors useful in the treatment of HCV genotype 1 infection; can also be used for preparing novel aminoglycoside compounds with antibacterial activity; bicyclic himbacine (himbacine) derivatives can be prepared which are useful as antagonists of the protease activated receptor-1 (PAR-1) and are predicted to be cannabis (CB2) receptor inhibitors, useful for the treatment of secondary prevention of Acute Coronary Syndrome (ACS), myocardial infarction or thrombotic stroke or peripheral arterial disease; bicyclic azacyclobenzylamine derivatives, such as pyridopyrimidines, can be prepared that modulate the activity of phospho-inositol 3-kinase (P13K) and are useful in the treatment of diseases associated with P13K, including, for example, inflammatory disorders, immune-based disorders, cancer, and other diseases.
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