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Cas Database |
| Name |
1-Boc-3-azetidinone |
EINECS | 627-725-0 |
| CAS No. | 398489-26-4 | Density | 1.174 g/cm3 |
| PSA | 46.61000 | LogP | 0.74410 |
| Solubility | N/A | Melting Point |
49-52 °C |
| Formula | C8H13NO3 | Boiling Point | 251.3 °C at 760 mmHg |
| Molecular Weight | 171.196 | Flash Point | 105.8 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | 26-39 | Risk Codes | 22-37/38-41 |
| Molecular Structure |
|
Hazard Symbols |
 Xn,  Xi
|
| Synonyms |
1-Azetidinecarboxylicacid, 3-oxo-, 1,1-dimethylethyl ester;1-(tert-Butoxycarbonyl)-3-oxoazetidine;1-tert-Butoxycarbonyl-3-azetidinone;3-Oxoazetidine-1-carboxylic acid tert-butyl ester;tert-Butyl3-oxoazetidine-1-carboxylate; |
Article Data | 37 |
1-Boc-3-azetidinone Synthetic route
- 141699-55-0
tert-butyl 3-hydroxyazetidine-1-carboxylate
- 398489-26-4
tert-butyl 3-oxoazetidine-1-carboxylate
| Conditions | Yield |
|---|---|
| With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide In acetonitrile at 0 - 20℃; for 18h; Inert atmosphere; Molecular sieve; | 99% |
| With 1-methyl-1H-imidazole; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; 4,4'-Dimethoxy-2,2'-bipyridin; 9-azabicyclo[3.3.1]nonane N-oxyl; oxygen In acetonitrile at 20℃; for 0.5h; Time; | 98% |
| With pyridine-SO3 complex; triethylamine In dimethyl sulfoxide at 10 - 20℃; Inert atmosphere; | 95% |
- 20599-01-3
1,3-dibromoacetone ethylene glycol
- 4248-19-5
tert-butyl carbamate
- 398489-26-4
tert-butyl 3-oxoazetidine-1-carboxylate
| Conditions | Yield |
|---|---|
| With sodium carbonate In 1,4-dioxane at 50℃; for 16h; Reagent/catalyst; Solvent; Temperature; | 92% |
- 398489-26-4
tert-butyl 3-oxoazetidine-1-carboxylate
| Conditions | Yield |
|---|---|
| With citric acid In water; ethyl acetate at 20 - 40℃; | 85.4% |
- 24424-99-5
di-tert-butyl dicarbonate
- 398489-26-4
tert-butyl 3-oxoazetidine-1-carboxylate
| Conditions | Yield |
|---|---|
| With triethylamine In dichloromethane at 10 - 40℃; | 80.2% |
- 24424-99-5
di-tert-butyl dicarbonate
- 398489-26-4
tert-butyl 3-oxoazetidine-1-carboxylate
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: sodium hydroxide / tetrahydrofuran / 1 h / 20 °C 2: triethylamine / sulfur trioxide pyridine complex / chloroform; dimethyl sulfoxide / 4 h / 20 °C View Scheme | |
| Multi-step reaction with 2 steps 1: sodium hydrogencarbonate / 1,4-dioxane; water / 15 h / 20 °C 2: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 15 h / -78 - 20 °C View Scheme | |
| Multi-step reaction with 2 steps 1: triethylamine / ethanol / 16 h / 0 - 20 °C 2: pyridine-SO3 complex; triethylamine / dimethyl sulfoxide / 10 - 20 °C / Inert atmosphere View Scheme |
- 141699-55-0
tert-butyl 3-hydroxyazetidine-1-carboxylate
A
- 398489-26-4
tert-butyl 3-oxoazetidine-1-carboxylate
B
- 172096-95-6
1,1-dimethylethyl 5-oxo-3-oxazolidinecarboxylate
| Conditions | Yield |
|---|---|
| With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium hydrogencarbonate; potassium bromide In dichloromethane; water at -10 - -5℃; Temperature; |
- 801290-71-1
methylene-carbamic acid tert-butyl ester
- 398489-26-4
tert-butyl 3-oxoazetidine-1-carboxylate
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: trichlorophosphate / diethyl ether / Inert atmosphere; Schlenk technique; Reflux 2: zinc; acetic acid / 7 h / 20 - 80 °C / Inert atmosphere; Schlenk technique View Scheme |
- 398489-26-4
tert-butyl 3-oxoazetidine-1-carboxylate
| Conditions | Yield |
|---|---|
| With acetic acid; zinc at 20 - 80℃; for 7h; Inert atmosphere; Schlenk technique; |
- 398489-26-4
tert-butyl 3-oxoazetidine-1-carboxylate
- 124-40-3
dimethyl amine
- 792970-55-9
tert-butyl 3-(dimethylamino)azetidine-1-carboxylate
| Conditions | Yield |
|---|---|
| Stage #1: tert-butyl 3-oxoazetidine-1-carboxylate; dimethyl amine With hydrogen; acetic acid; palladium 10% on activated carbon In tetrahydrofuran; methanol at 20℃; for 14h; Stage #2: With sodium hydrogencarbonate In water; ethyl acetate | 100% |
- 398489-26-4
tert-butyl 3-oxoazetidine-1-carboxylate
- 1779-49-3
Methyltriphenylphosphonium bromide
- 934664-41-2
3-methylene-azetidine-1-carboxylic acid tert-butyl ester
| Conditions | Yield |
|---|---|
| Stage #1: potassium tert-butylate; Methyltriphenylphosphonium bromide In diethyl ether at 20℃; for 1h; Stage #2: tert-butyl 3-oxoazetidine-1-carboxylate In diethyl ether at 35℃; for 2h; | 100% |
| Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In diethyl ether at 20℃; for 1h; Stage #2: tert-butyl 3-oxoazetidine-1-carboxylate In diethyl ether at 35℃; for 2h; | 100% |
| Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In diethyl ether at 20℃; for 1h; Stage #2: tert-butyl 3-oxoazetidine-1-carboxylate In diethyl ether at 35℃; for 2h; | 100% |
1-Boc-3-azetidinone Chemical Properties
The molecular structure of 1-Boc-3-azetidinone (CAS NO.398489-26-4):
IUPAC Name: tert-butyl 3-oxoazetidine-1-carboxylate
Empirical Formula: C8H13NO3
Molecular Weight: 171.1937
H bond acceptors: 4
H bond donors: 0
Freely Rotating Bonds: 2
Polar Surface Area: 46.61Å2
Molar Refractivity: 42.34 cm3
Molar Volume: 145.7 cm3
Index of Refraction: 1.492
Surface Tension: 43.4 dyne/cm
Density: 1.174 g/cm3
Flash Point: 105.8 °C
Enthalpy of Vaporization: 48.87 kJ/mol
Boiling Point: 251.3 °C at 760 mmHg
Vapour Pressure: 0.0206 mmHg at 25°C
Melting point: 49-52°C
Storage temp: Store under inert gas
Sensitive: Moisture Sensitive/Stench
Product Categories: pharmacetical; Heterocycles series; Azetidine; Ring Systems
SMILES: O=C1CN(C(=O)OC(C)(C)C)C1
InChI: InChI=1/C8H13NO3/c1-8(2,3)12-7(11)9-4-6(10)5-9/h4-5H2,1-3H3
1-Boc-3-azetidinone Safety Profile
Hazard Codes: 
Xi,
Xn
Risk Statements: 22-37/38-41
R22:Harmful if swallowed.
R37/38:Irritating to respiratory system and skin.
R41:Risk of serious damage to the eyes.
Safety Statements: 26-39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S39:Wear eye / face protection.
Hazard Note: Irritant
HazardClass: Irritant
1-Boc-3-azetidinone Specification
1-Boc-3-azetidinone , its cas register number is 398489-26-4. It also can be called 3-oxo-azetidine-1-carboxylic acid tert-butyl ester ; 3-oxoazetidine, n-boc protected ; tert-butyl 3-oxoazetidine-1-carboxylate ; 1-boc-azetidin-3-one ; 1-tert-butoxycarbonyl-3-azetidinone ; 1-n-boc-3-azetidinone ; 3-oxoazetidine, n-boc protected 95% and so on.
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