| Identification | Back Directory | [Name]
1-(Tert-butoxycarbonyl)-3-(methanesulfonyloxy)azetidine | [CAS]
141699-58-3 | [Synonyms]
1-Boc-3-(mesyloxy)azetidine
N-Boc-3-methanesulfonyloxyazetidine
1-Boc-3-methanesulfonyloxy-azetidine
N-Boc 3-(Methylsulfonyloxy)azetidine
1-N-BOC-3-METHANESULFONYLOXYAZETIDINE
1-(tert-Butoxycarbonyl)-3-(mesyloxy)azetidine
tert-butyl 3-methylsulfonyloxyazetidine-1-carboxylate
1-(tert-butoxycarbonyl)azetidine-3-yl-methanesulfonate
tert-Butyl 3-[(methylsulfonyl)oxy]azetane-1-carboxylate
1-(Tert-butoxycarbonyl)-3-(methanesulfonyloxy)azetidine
tert-butyl 3-(methanesulfonyloxy)azetidine-1-carboxylate
tert-butyl 3-[(methylsulfonyl)oxy]azetidine-1-carboxylate
tert-Butyl 3-[(methylsulfonyl)oxy]-1-azetidinecarboxylate
3-methylsulfonyloxy-1-azetidinecarboxylic acid tert-butyl ester
3-((Methylsulfonyl)oxy)azetidine-1-carboxylic acid tert-butyl ester
3-[(Methanesulfonyl)oxy]azetidine-1-carboxylic acid tert-butyl ester
1-Azetidinecarboxylic acid, 3-[(methylsulfonyl)oxy]-, 1,1-dimethylethyl ester | [Molecular Formula]
C9H17NO5S | [MDL Number]
MFCD05664832 | [MOL File]
141699-58-3.mol | [Molecular Weight]
251.3 |
| Chemical Properties | Back Directory | [Melting point ]
69 °C | [Boiling point ]
378.5±31.0 °C(Predicted) | [density ]
1.28±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
powder to crystal | [pka]
-4.18±0.40(Predicted) | [color ]
White to Light yellow | [InChI]
InChI=1S/C9H17NO5S/c1-9(2,3)14-8(11)10-5-7(6-10)15-16(4,12)13/h7H,5-6H2,1-4H3 | [InChIKey]
XXBDTKYKFFIAEY-UHFFFAOYSA-N | [SMILES]
N1(C(OC(C)(C)C)=O)CC(OS(C)(=O)=O)C1 |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS06 | [Signal word ]
Danger | [Hazard statements ]
H301 | [Precautionary statements ]
P301+P310 | [Hazard Codes ]
T | [Risk Statements ]
25 | [Safety Statements ]
45 | [RIDADR ]
UN 2811 6.1 / PGIII | [HazardClass ]
IRRITANT | [HS Code ]
2933998090 |
| Hazard Information | Back Directory | [Synthesis]
Preparation of Example 26-2: tert-butyl 3-((methylsulfonyl)oxy)azetidine-1-carboxylate
Under a nitrogen atmosphere, methanesulfonyl chloride (2.57 mL, 33.3 mmol) and triethylamine (11.6 mL, 83.1 mmol) were sequentially added to a solution of tetrahydrofuran (100 mL) containing N-Boc-3-hydroxyazetidine (4.8 g, 27.7 mmol). The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, saturated aqueous sodium bicarbonate solution was added to the reaction solution and the mixture was diluted with ethyl acetate. The organic layer was separated, washed with saturated brine and subsequently dried over anhydrous sodium sulfate. The desiccant was removed by filtration and the filtrate was concentrated under vacuum. The residue was purified by silica gel column chromatography (eluent ratio: n-heptane/ethyl acetate = 9:1 to 1:1) to quantitatively obtain N-Boc-3-methylsulfonyloxyazetidine.
1H-NMR (CDCl3) δ (ppm): 1.45 (9H, s), 3.07 (3H, s), 4.03-4.18 (2H, m), 4.22-4.36 (2H, m), 5.12-5.27 (1H, m). | [References]
[1] Patent: US2014/235614, 2014, A1. Location in patent: Paragraph 0570; 0571; 0572
[2] Patent: EP1340757, 2003, A1
[3] Journal of Medicinal Chemistry, 2014, vol. 57, # 18, p. 7731 - 7757
[4] Patent: WO2018/102419, 2018, A1. Location in patent: Paragraph 0344; 0345; 0346; 0347
[5] Patent: US2012/10182, 2012, A1. Location in patent: Page/Page column 40 |
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