1-BOC-3-(METHOXY)AZETIDINE Chemical Properties

Boiling point:

232.8±33.0 °C(Predicted)

Density 

1.06±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

-2.86±0.40(Predicted)

Appearance

Colorless to light yellow Liquid

Safety Information

HazardClass 

IRRITANT

HS Code 

2918199890

1-BOC-3-(METHOXY)AZETIDINE Usage And Synthesis

Synthesis

To a solution of tetrahydrofuran (THF, 50 mL) of tert-butyl 3-hydroxy-azetidine-1-carboxylate (0.8 g, 4.62 mmol) was added sodium hydride (60% dispersed in mineral oil, 0.74 g, 18.5 mmol). The reaction mixture was stirred at 0 °C for 0.5 h, followed by the slow addition of iodomethane (2.8 mL, 46.2 mmol). The reaction mixture was stirred overnight at room temperature. After completion of the reaction, it was quenched with water (50 mL) and extracted with ethyl acetate (EtOAc, 30 mL x 3). The organic phases were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to afford the target product 3-methoxy-N-Boc-azetidine (0.8 g, 93% yield) as an oil.1H NMR (400 MHz, CDCl3): δ 4.11-4.13 (m, 1H), 4.04-4.08 (m, 2H), 3.79- 3.83 (m, 2H), 3.27 (s, 3H), 1.43 (s, 9H).

References

[1] Organic Letters, 2014, vol. 16, # 3, p. 856 - 859
[2] Patent: WO2013/53690, 2013, A1. Location in patent: Page/Page column 37; 38
[3] Patent: US2004/14962, 2004, A1. Location in patent: Page/Page column 135
[4] Patent: US2008/214815, 2008, A1. Location in patent: Page/Page column 16
[5] Patent: WO2011/63502, 2011, A1. Location in patent: Page/Page column 50

1-BOC-3-(METHOXY)AZETIDINE(429669-07-8)Related Product Information

• N-1-Boc-3-phenylpiperazine
• 1-BOC-3-METHYL-PIPERIDIN-4-ONE
• 1-Boc-3-iodoazetidine
• (3R,4S)-1-tert-Butoxycarbonyl-3-acetoxy-4-phenyl-2-azetidinone
• (3R,4S)-tert-Butyl 3-(1-ethoxyethoxy)-2-oxo-4-phenylazetidine-1-carboxylate
• DOCETAXEL SIDE CHAIN NO 1
• 3-CARBOXYMETHOXY-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• 1-BOC-3-(METHOXY)AZETIDINE
• 3-(3-Trifluoromethyl-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester
• 3-(2-Fluoro-3-trifluoromethyl-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester
• 3-(4-Trifluoromethoxy-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester
• 3-(3-Trifluoromethoxy-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester
• 3-(2,3-Difluoro-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester
• 3-(2-Chloro-3-trifluoromethyl-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester
• 3-(2-Chloro-5-trifluoromethyl-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester
• 3-(3,5-Bis-trifluoromethyl-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester
• 3-(2,4-Difluoro-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester
• 3-ACETOXY-BOC-2-AZETIDINONE