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ChemicalBook--->CAS DataBase List--->58377-44-9

58377-44-9

58377-44-9 Structure

58377-44-9 Structure
IdentificationBack Directory
[Name]

tert-butyl N-methoxycarbamate
[CAS]

58377-44-9
[Synonyms]

tert-Butyl methoxycarbamate
N-Boc-O-methylhydroxylamine
tert-butyl N-methoxycarbamate
Carbamic acid, N-methoxy-, 1,1-dimethylethyl ester
[Molecular Formula]

C6H13NO3
[MDL Number]

MFCD21140572
[MOL File]

58377-44-9.mol
[Molecular Weight]

147.17
Chemical PropertiesBack Directory
[Boiling point ]

83-84 °C(Press: 10 Torr)
[density ]

1.006±0.06 g/cm3(Predicted)
[storage temp. ]

Storage temp. 2-8°C
[Appearance]

Colorless to light yellow Liquid
Hazard InformationBack Directory
[Uses]

N-Boc-O-methyl Hydroxylamine is used to prepare (pyridinylmethylamino)furanones as insecticides.
[Synthesis]

Di-tert-butyl dicarbonate

24424-99-5

Methoxyamine Hydrochloride

593-56-6

tert-butyl N-methoxycarbamate

58377-44-9

Example 20: General procedure for the synthesis of tert-butyl methoxycarbamate from di-tert-butyl dicarbonate and methoxyamine hydrochloride Step A: Boc-protected amine (12.0 g, 55.0 mmol) was dissolved in dichloromethane (100 mL) and aqueous sodium carbonate solution (17.5 g sodium carbonate dissolved in 100 mL of water) was added. The reaction mixture was stirred at room temperature for 18 hours. After completion of the reaction, the organic layer was separated, washed with water, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give a clear oily product (7.94 g, 98% yield).

[References]

[1] Patent: WO2008/42928, 2008, A2. Location in patent: Page/Page column 48-49
[2] Patent: WO2008/42928, 2008, A2. Location in patent: Page/Page column 48-49
[3] Journal of Organic Chemistry, 1989, vol. 54, # 14, p. 3394 - 3403
[4] Organic and Biomolecular Chemistry, 2012, vol. 10, # 17, p. 3519 - 3530
Spectrum DetailBack Directory
[Spectrum Detail]

tert-butyl N-methoxycarbamate(58377-44-9)1HNMR
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