|
|
| | 1-Boc-pyrrolidine-3-carboxylic acid Basic information |
| | 1-Boc-pyrrolidine-3-carboxylic acid Chemical Properties |
| Melting point | 133-138 °C | | Boiling point | 337.2±35.0 °C(Predicted) | | density | 1.201±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | solubility | soluble in Chloroform | | pka | 4.47±0.20(Predicted) | | form | powder to crystal | | color | White to Light yellow to Light orange | | Optical Rotation | 0.033°(C=0.01g/ml CHCL3) | | 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) | | InChIKey | HRMRQBJUFWFQLX-UHFFFAOYSA-N | | SMILES | N1(C(OC(C)(C)C)=O)CCC(C(O)=O)C1 | | CAS DataBase Reference | 59378-75-5(CAS DataBase Reference) |
| Provider | Language |
|
ALFA
| English |
| | 1-Boc-pyrrolidine-3-carboxylic acid Usage And Synthesis |
| Chemical Properties | Gray white solid | | Uses | Pyrrolidine-1,3-dicarboxylic Acid 1-tert-Butyl Ester is a reactant used in the synthesis of potent and highly selective ERK1,2 inhibitors. | | Synthesis | The general procedure for the synthesis of (R)-1-Boc-3-carboxypyrrolidine from methyl 1-Boc-pyrrolidine-3-carboxylate was as follows: sodium hydroxide (0.80 g, 20.00 mmol) was dissolved in water (15 mL), and this solution was added to a methanol (30 mL) of methyl 1-Boc-pyrrolidine-3-carboxylate (2.30 g, 10.00 mmol) solution. The reaction mixture was stirred at room temperature for 3 hours. Upon completion of the reaction, methanol was removed by concentration under reduced pressure. Subsequently, the pH of the solution was adjusted to 4 with 2 M glacial acetic acid and then extracted with dichloromethane (50 mL x 3). The organic layers were combined and dried with anhydrous sodium sulfate. After filtration, the organic phase was concentrated under reduced pressure to give 1.80 g of 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 |
| | 1-Boc-pyrrolidine-3-carboxylic acid Preparation Products And Raw materials |
|