1-Boc-pyrrolidine-3-carboxylic acid CAS 59378-75-5
1-Boc-pyrrolidine-3-carboxylic acid Basic information
| Product Name: | 1-Boc-pyrrolidine-3-carboxylic acid |
| Synonyms: | BOC-1-PYRROLIDINE-3-CARBOXYLIC ACID;1-N-BOC-PYRROLIDINE-3-CARBOXYLIC ACID;1-N-BOC-BELTA-PROLINE;1-N-BOC-BETA-PROLINE;1-(TERT-BUTOXYCARBONYL)PYRROLIDINE-3-CARBOXYLIC ACID;Pyrrolidine-3-carboxylic acid, N-BOC protected;N-BOC-3-PYRROLIDINE CARBOXYLIC ACID;N-BOC-PYRROLIDINE-3-CARBOXYLIC ACID |
| CAS: | 59378-75-5 |
| MF: | C10H17NO4 |
| MW: | 215.25 |
| EINECS: | |
| Product Categories: | Building Blocks;C4 to C10;Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines;Carboxylic Acids;Chemical Synthesis;Heterocyclic Building Blocks;pharmacetical;Carboxylic Acids;Pyrrolidines;Pyrrole&Pyrrolidine&Pyrroline |
| Mol File: | 59378-75-5.mol |
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) |
Safety Information
| Hazard Codes | Xi,N |
| Risk Statements | 36/37/38-50/53-41 |
| Safety Statements | 26-36/37/39-61-60-39 |
| RIDADR | UN 3077 9/PG 3 |
| WGK Germany | 3 |
| HazardClass | IRRITANT |
| PackingGroup | Ⅲ |
| HS Code | 29339900 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Aquatic Acute 1 Eye Dam. 1 |
| 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 | 122684-33-7 72925-16-7 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
| Raw materials | Methyl 1-Boc-3-pyrrolidinecarboxylate-->Water-->Sodium hydroxide-->Methanol |
