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| | (2R,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate Basic information |
| Product Name: | (2R,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate | | Synonyms: | (2R,4S)-4-Amino-1,2-pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) 2-methyl ester;Methyl (2R,4S)-4-aminopyrrolidine-2-carboxylate, N1-BOC protected;1-tert-Butyl 2-methyl (2R,4S)-4-aminopyrrolidine-1,2-dicarboxylate;Methyl (2R,4S)-4-AMino-1-Boc-2-pyrrolidinedicarboxylate;Methyl (2R,4S)-4-AMino-1-Boc-2-pyrrolidinecarboxylate;(2R,4S)-4-AMINO-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER-HCl;Methyl (2R,4S)-1-(tert-butoxycarbonyl)-4-aMinopyrrolidine-2-carboxylate;Methyl (2R,4S)-4-aminopyrrolidine-2-carboxylate, N1-BOC protected, trans-4-Amino-D-proline methyl ester, N1-BOC protected, (2R,4S)-4-amino-1-(tert-butoxycarbonyl)-2-(methoxycarbonyl)pyrrolidine | | CAS: | 254881-77-1 | | MF: | C11H20N2O4 | | MW: | 244.29 | | EINECS: | | | Product Categories: | | | Mol File: | 254881-77-1.mol |  |
| | (2R,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate Chemical Properties |
| Boiling point | 321 °C | | density | 1.151 | | Fp | 148 °C | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | pka | 9.05±0.40(Predicted) | | form | solid | | color | Brown |
| | (2R,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate Usage And Synthesis |
| Synthesis | (2R,4S)-1-tert-butyl 2-methyl-4-azido pyrrolidine-1,2-dicarboxylate (150 mg, 0.390 mmol) was used as a raw material, which was added to methanol (15 mL) together with Pd/C (150 mg, 0.390 mmol). The reaction system was replaced with hydrogen twice, followed by stirring the reaction for 15 h at room temperature. Upon completion of the reaction, the reaction mixture was concentrated to afford methyl (2R,4S)-1-Boc-4-amino-2-pyrrolidinecarboxylate as a gray oil (643 mg, 89% yield). The product was characterized by 1H NMR (600 MHz, CD3OD): δ 4.38-4.41 (m, 1H), 3.74-3.75 (m, 3H), 3.64-3.69 (m, 1H), 3.58-3.61 (m, 1H), 3.16-3.21 (m, 1H), 2.08-2.13 (m, 2H), 1.42- 1.48 (m, 9H); MS-ESI: m/z 145.20 [M+H-100]+. | | References | [1] Patent: WO2016/34134, 2016, A1. Location in patent: Paragraph 00803
[2] Journal of Medicinal Chemistry, 2000, vol. 43, # 26, p. 4948 - 4963
[3] Tetrahedron, 1996, vol. 52, # 47, p. 15017 - 15030
[4] Journal of Organic Chemistry, 2018, vol. 83, # 8, p. 4491 - 4504 |
| | (2R,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate Preparation Products And Raw materials |
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