TERT-BUTYL 3-(METHOXY(METHYL)CARBAMOYL)PYRROLIDINE-1-CARBOXYLATE synthesis
- Product Name:TERT-BUTYL 3-(METHOXY(METHYL)CARBAMOYL)PYRROLIDINE-1-CARBOXYLATE
- CAS Number:569667-93-2
- Molecular formula:C12H22N2O4
- Molecular Weight:258.31
6638-79-5
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569667-93-2
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Yield:569667-93-2 96%
Reaction Conditions:
Stage #1: pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl esterwith 1,1'-carbonyldiimidazole in dichloromethane at 18 - 25; for 2 h;
Stage #2: O,N-dimethyl-hydroxylamine hydrochloride in dichloromethane at 18 - 25; for 18 h;
Steps:
1
To a solution of 1- (tert-butoxycarbonyl) pyrrolidine-3- carboxylic acid (2.00 g, 9.29 mmol) in DCM (200 inL) was added 1, 1' -carbonyldiimidazole (1.66 g, 10.2 mmol) portionwise. The mixture was stirred at room temperature for 2 hours then, N- methoxymethanamine hydrochloride (0.997 g, 10.2 mmol) was added in one portion. The mixture was stirred at room temperature for 18 hours then washed with IN HCl (100 mL) , sat. aqueous NaHCO3 (100 mL) and brine and dried over Na2SO4. Concentration gave tert-butyl 3- (methoxy (methyl) carbamoyl) pyrrolidine-1-carboxylate (2.31 g, 96%) as a tan solid: m/z (APCI pos) 159 (100%) [M+H-Boc] .
References:
WO2008/11130,2008,A2 Location in patent:Page/Page column 147
6638-79-5
596 suppliers
$6.00/25g
15761-39-4
610 suppliers
$5.00/10g
569667-93-2
31 suppliers
$247.50/1g