1-PIPERIDINECARBOXYLIC ACID, 3-(AMINOCARBONYL)-, 1,1-DIMETHYLETHYL ESTER, (3R)- synthesis
- Product Name:1-PIPERIDINECARBOXYLIC ACID, 3-(AMINOCARBONYL)-, 1,1-DIMETHYLETHYL ESTER, (3R)-
- CAS Number:915226-43-6
- Molecular formula:C11H20N2O3
- Molecular Weight:228.29
4138-26-5
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$11.00/5g
24424-99-5
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$13.50/25G
915226-43-6
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$29.00/250mg
Yield:915226-43-6 93%
Reaction Conditions:
Stage #1: nipecotamidewith sodium hydroxide at 30; pH=7; for 60 h;Aqueous phosphate buffer;Enzymatic reaction;
Stage #2: di-tert-butyl dicarbonatewith sodium hydroxide in tetrahydrofuran at 20; pH=10; for 1 h;Product distribution / selectivity;
Steps:
5
Example 5Method for producing (R)-1-(tert-butoxycarbonyl)nipecotamide To the reaction mixture obtained in Example 4, THF (40 ml) was added, and di-tert-butyl dicarbonate (37.2 g, 2.3 equivalents) was added thereto. The pH of the reaction mixture was adjusted to 10.0 using NaOH. The reaction mixture was stirred for 1 hour at room temperature, and then the precipitated crystal was filtered off to obtain (R)-1-(tert-butoxycarbonyl)nipecotamide as white crystal (15.6 g, yield: 93%). The crystal was analyzed by the method of Example 3; as a result, the optical purity was 99.8% ee.1H NMR (400 MHz, CDCl3): δ5.36 (brs, 2H), 3.94-3.08 (m, 5H), 1.96-1.36 (m, 13H)
References:
US2010/105917,2010,A1 Location in patent:Page/Page column 16
163438-09-3
269 suppliers
$5.00/250mg
915226-43-6
46 suppliers
$29.00/250mg