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| | (3S)-1-(tert-Butoxycarbonyl)-3-pyrrolidinecarboxylic acid Basic information |
| | (3S)-1-(tert-Butoxycarbonyl)-3-pyrrolidinecarboxylic acid Chemical Properties |
| Melting point | 140-145°C | | Boiling point | 337.2±35.0 °C(Predicted) | | density | 1.201±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | pka | 4.47±0.20(Predicted) | | form | solid | | Appearance | White to off-white Solid | | Optical Rotation | [α]/D +15.0°, c = 0.5% in chloroform | | Water Solubility | Soluble in water (slightly). | | InChI | InChI=1S/C10H17NO4/c1-10(2,3)15-9(14)11-5-4-7(6-11)8(12)13/h7H,4-6H2,1-3H3,(H,12,13)/t7-/m0/s1 | | InChIKey | HRMRQBJUFWFQLX-ZETCQYMHSA-N | | SMILES | N1(C(OC(C)(C)C)=O)CC[C@H](C(O)=O)C1 | | CAS DataBase Reference | 140148-70-5(CAS DataBase Reference) |
| Hazard Codes | Xi,N | | Risk Statements | 41-50 | | Safety Statements | 26-39-61 | | RIDADR | UN 3077 9 / PGIII | | WGK Germany | 3 | | HS Code | 29333990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Aquatic Acute 1
Eye Dam. 1 |
| | (3S)-1-(tert-Butoxycarbonyl)-3-pyrrolidinecarboxylic acid Usage And Synthesis |
| Chemical Properties | White to light brown solid | | Uses | N-Boc-L-beta-proline is an important raw material and intermediate used in pharmaceuticals, agrochemicals and dyestuff. | | Synthesis | General procedure for the synthesis of (R)-1-Boc-3-carboxypyrrolidine from methyl 1-Boc-pyrrolidine-3-carboxylate: sodium hydroxide (0.80 g, 20.00 mmol) was dissolved in water (15 mL), and this solution was added to a methanol (30 mL) solution of methyl 1-Boc-pyrrolidine-3-carboxylate (2.30 g, 10.00 mmol). . The reaction mixture was allowed to react for 3 hours with stirring at room temperature. After the reaction was completed, the methanol was removed by concentration under reduced pressure. The pH of the remaining aqueous solution was adjusted to 4 with 2 M glacial acetic acid and then extracted with dichloromethane (50 mL x 3). The organic phases were combined and dried with anhydrous sodium sulfate. After filtration, the organic phase was concentrated under reduced pressure to give 1.80 g of an oily product in 83.00% yield. | | References | [1] Organic Letters, 2005, vol. 7, # 15, p. 3287 - 3289
[2] Journal of Medicinal Chemistry, 2001, vol. 44, # 1, p. 94 - 104
[3] European Journal of Organic Chemistry, 2005, # 4, p. 673 - 682
[4] Patent: CN106336413, 2017, A. Location in patent: Paragraph 0453; 0454; 0455
[5] Journal of Medicinal Chemistry, 1990, vol. 33, # 7, p. 2052 - 2059 |
| | (3S)-1-(tert-Butoxycarbonyl)-3-pyrrolidinecarboxylic acid Preparation Products And Raw materials |
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