| Identification | More | [Name]
3-N-Boc-aminopyrrolidine | [CAS]
99724-19-3 | [Synonyms]
3-(BOC-AMINO)PYRROLIDINE
3-N-BOC-AMINO PYRROLIDINE
3-PYRROLIDINYL-CARBAMIC ACID TERT-BUTYL ESTER
3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE
BOC-(+/-)-3-AMINOPYRROLIDINE
BOC-(+/-)-(3)APYROLIDI
N-3-(+/-)-T-BUTOXYCARBONYL-3-AMINOPYRROLIDINE
PYRROLIDIN-3-YL-CARBAMIC ACID TERT-BUTYL ESTER
TERT-BUTYL PYRROLIDIN-3-YLCARBAMATE
3-(BOC-AMINO)PYRROLIDINE HYDROCHLORIDE
3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE 98+%
3-Aminopyrrolidine, 3-BOC protected
Pyrrolidine-3-ylcarbamic acid tert-butyl ester | [Molecular Formula]
C9H18N2O2 | [MDL Number]
MFCD00059040 | [Molecular Weight]
186.25 | [MOL File]
99724-19-3.mol |
| Chemical Properties | Back Directory | [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 | [Detection Methods]
GC | [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) |
| Safety Data | Back Directory | [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 |
| Hazard Information | Back Directory | [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 |
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