|
|
| | 3-N-Boc-aminopyrrolidine Basic information |
| | 3-N-Boc-aminopyrrolidine Chemical Properties |
| Melting point | 67 °C | | Boiling point | 286.4±29.0 °C(Predicted) | | density | 1.04±0.1 g/cm3(Predicted) | | storage temp. | 2-8°C | | solubility | Soluble in Methanol(almost transparency). | | form | powder to crystal | | pka | 12.37±0.20(Predicted) | | color | White to Light yellow to Light orange | | Sensitive | Air Sensitive | | InChI | 1S/C9H18N2O2/c1-9(2,3)13-8(12)11-7-4-5-10-6-7/h7,10H,4-6H2,1-3H3,(H,11,12) | | InChIKey | DQQJBEAXSOOCPG-UHFFFAOYSA-N | | SMILES | CC(C)(C)OC(=O)NC1CCNC1 | | CAS DataBase Reference | 99724-19-3(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29339900 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 3-N-Boc-aminopyrrolidine Usage And Synthesis |
| Uses | (+/-)-3-(Boc-amino)pyrrolidine is the homochiral starting materials utilised in the synthesis of all of the chiral compounds. Reactant in the peptide activated G-protein coupled receptors test. | | Synthesis | General procedure for the synthesis of 3-(Boc-amino)pyrrolidine from 1-benzyl-3-(Boc-amino)pyrrolidine: 1-benzyl-3-(Boc-amino)pyrrolidine (15.75 g, 57.0 mmol) was dissolved in a solvent mixture of methanol and tetrahydrofuran (4:1, 114 ml) in a 500 ml reaction vessel. A catalytic amount of 10% palladium/carbon (Pd/C) was added to the solution. The reaction mixture was stirred and reacted for 12 hours under hydrogen atmosphere. Upon completion of the reaction, the palladium/carbon catalyst was removed by filtration through a diatomaceous earth pad and the filtrate was concentrated under reduced pressure to remove the solvent. The resulting residue was purified by silica gel column chromatography to afford 3-(Boc-amino)pyrrolidine (9.51 g, 99% yield). The product was characterized by 1H-NMR (200 MHz, CDCl3): δ 1.41 (s, 9H), 2.26 (m, 2H), 2.55 (m, 3H), 2.74 (m, 1H), 4.84 (br, 1H).LC-MS analysis showed [M+H]+ peak of 187. | | References | [1] Patent: WO2008/54154, 2008, A1. Location in patent: Page/Page column 76; 81; 162-163; 168
[2] Patent: WO2007/52938, 2007, A1. Location in patent: Page/Page column 23
[3] Patent: US5281612, 1994, A
[4] Patent: US4604401, 1986, A
[5] Patent: US4617308, 1986, A |
| | 3-N-Boc-aminopyrrolidine Preparation Products And Raw materials |
|