ChemicalBook CAS DataBase List tert-butyl (S)-2-((aminooxy)methyl)pyrrolidine-1-carboxylate

tert-butyl (S)-2-((aminooxy)methyl)pyrrolidine-1-carboxylate synthesis

5synthesis methods

Product Name:tert-butyl (S)-2-((aminooxy)methyl)pyrrolidine-1-carboxylate
CAS Number:863991-04-2
Molecular formula:C10H20N2O3
Molecular Weight:216.28

tert-butyl (2S)-2-{[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)oxy]methyl}pyrrolidine-1-carboxylate

952747-36-3
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tert-butyl (S)-2-((aminooxy)methyl)pyrrolidine-1-carboxylate

863991-04-2
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Yield:863991-04-2 100%

Reaction Conditions:

with hydrazine hydrate in dichloromethane at 18 - 25; for 1 h;

Steps:

Intermediate 91: tert-butyl (2S)-2-(aminooxymethyl)pyrrolidine- 1-carboxylate

To a solution of tert-butyl (2S )-2- [(1,3 -dioxoisoindolin-2-yl)oxymethyljpyrrolidine- 1- carboxylate (Intermediate 90, 2.06 g, 5.95 mmol) in DCM (20 mL) at room temperature was added hydrazine monohydrate (2.14 mL, 17.84 mmol). A white precipitate immediately formed. The suspension was stirred at room temperature for 1 hour, then filtered through Celite. The filtrate was washed twice with brine/water (1:1), dried over anhydrousmagnesium sulfate, filtered and concentrated to afford the title compound (1.35 g, quant.) as a sticky oil.‘H NMR (300 MHz, CDC13) ?: 1.50 (s, 9H); 1.85 (m, 4H); 3.32 (m, 2H); 3.63 (m, 1H); 4.25 (m, 2H).

References:

WO2018/53215,2018,A1 Location in patent:Page/Page column 146; 147

69610-40-8 Synthesis