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| | D-1-N-Boc-prolinamide Basic information |
| Product Name: | D-1-N-Boc-prolinamide | | Synonyms: | 1-Pyrrolidinecarboxylic acid, 2-(aminocarbonyl)-, 1,1-dimethylethyl ester, (2R)-;(R)-2-CARBAMOYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;1-BOC-D-PROLINAMIDE;D-N-BOC-PROLINAMIDE;N-ALPHA-BOC-D-PROLINEAMIDE;(2R)-2-carbamoyl-pyrrolidine-1-carboxylic acid tert-butyl ester;(Tert-Butoxy)Carbonyl D-Pro-NH2;1-Pyrrolidinecarboxylicacid, 2-(aminocarbonyl)-, 1,1-dimethy... | | CAS: | 70138-72-6 | | MF: | C10H18N2O3 | | MW: | 214.26 | | EINECS: | | | Product Categories: | Pyrrole&Pyrrolidine&Pyrroline | | Mol File: | 70138-72-6.mol |  |
| | D-1-N-Boc-prolinamide Chemical Properties |
| Melting point | 100-102 °C | | Boiling point | 370.1±31.0 °C(Predicted) | | density | 1.155±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | pka | 15.97±0.20(Predicted) | | Appearance | White to off-white Solid | | CAS DataBase Reference | 70138-72-6(CAS DataBase Reference) |
| | D-1-N-Boc-prolinamide Usage And Synthesis |
| Synthesis | General procedure for the synthesis of tert-butyl (R)-2-carbamoylpyrrolidine-1-carboxylate from Boc-D-proline:
Example 1; Synthesis of tert-butyl (R)-2-carbamoylpyrrolidine-1-carboxylate.
N-Methylmorpholine (9.85 g, 97.5 mmol) and isobutyl chloroformate (13.3 g, 97.5 mmol) were added to a THF solution (98 mL) of (R)-pyrrolidine-1,2-dicarboxylic acid 1- tert-butyl ester (20.0 g, 92.9 mmol) at -78 °C and stirred for 1 hour. Ammonium hydroxide (58 mL) was slowly added while the reaction system was warmed to room temperature and stirring was continued for 2 hours. Upon completion of the reaction, the reaction mixture was partitioned between dichloromethane and water. The organic phase was washed with 1 M HCl, dried over anhydrous sodium sulfate, filtered and concentrated to give the title product (10.8 g, 54%) as a colorless semi-solid.1H NMR (300 MHz, CDCl3): δ (ppm) 5.91-6.13 (m, 1H), 4.17-4.30 (m, 2H), 3.37-3.48 (m, 2H), 2.10- 2.18 (m, 2H), 1.84-1.96 (m, 2H), 1.45 (s, 9H). | | References | [1] Patent: US2007/259926, 2007, A1. Location in patent: Page/Page column 9
[2] Tetrahedron, 2009, vol. 65, # 46, p. 9536 - 9541 |
| | D-1-N-Boc-prolinamide Preparation Products And Raw materials |
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