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| | tert-Butyl 3-oxoazetidine-1-carboxylate Basic information |
| | tert-Butyl 3-oxoazetidine-1-carboxylate Chemical Properties |
| Melting point | 47-51 °C | | Boiling point | 251.3±33.0 °C(Predicted) | | density | 1.174±0.06 g/cm3(Predicted) | | Fp | 102 °C | | storage temp. | Inert atmosphere,2-8°C | | solubility | Chloroform (Sparingly), Dichloromethane (Slightly) | | pka | -1.99±0.20(Predicted) | | form | Crystalline Powder | | color | White to off-white | | Sensitive | Moisture Sensitive/Stench | | 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 DataBase Reference | 398489-26-4(CAS DataBase Reference) |
| Hazard Codes | Xi,Xn | | Risk Statements | 22-37/38-41 | | Safety Statements | 26-39 | | RIDADR | UN 3335 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29339900 |
| Provider | Language |
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ALFA
| English |
| | tert-Butyl 3-oxoazetidine-1-carboxylate Usage And Synthesis |
| Chemical Properties | White to light brown solid | | Uses | 1-Boc-3-azetidinone can be used for the preparation of antibacterial aminoglycoside analogs. | | Uses | tert-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. | | General Description | tert-Butyl 3-oxoazetidine-1-carboxylate is moisture sensitive and incompatible with oxidizing agents. This chemical can cause skin irritation and severe eye irritation. | | Synthesis | The traditional preparation method of
tert-Butyl 3-oxoazetidine-1-carboxylate is mainly to oxidize the hydroxyl
on an aza ring into ketone. For example: 3-azetidinium alkoxide, di-tert-butyl dicarbonate and
sodium bicarbonate in dioxane: stirring the mixture of water for 15
hours to obtain 3-hydroxyazetidine-1-carboxylic acid-1, 1-dimethylethyl
ester; dissolving 3-hydroxyazetidine-1-carboxylic acid-1, 1-dimethyl
ethyl ester in ethanedioyl chloride and dichloromethane, adding DMSO and
triethylamine, stirring at room temperature for 15 hours to obtain tert-Butyl 3-oxoazetidine-1-carboxylate. 
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| | tert-Butyl 3-oxoazetidine-1-carboxylate Preparation Products And Raw materials |
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