Identification | More | [Name]
(R)-(+)-1-Boc-3-aminopyrrolidine | [CAS]
147081-49-0 | [Synonyms]
1-PYRROLIDINECARBOXYLIC ACID, 3-AMINO-, 1,1-DIMETHYLETHYL ESTER, (3R) 3-AMINO-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER, (R) (R)-(+)-1-BOC-3-AMINOPYRROLIDINE (R)-1-BOC-3-AMINOPYRROLIDINE (R)-(+)-1-TBOC-3-AMINOPYRROLIDINE (R)-3-AMINO-1-BOC-PYRROLIDINE (R)-3-AMINO-1-N-BOC-PYRROLIDINE (R)-3-AMINO-1-N-BOC-PYRROLIDINE, CITRIC ACID SALT (R)-3-AMINO-1-N-(T-BUTOXYCARBONYL)PYRROLIDINE (R)-3-AMINO-1-TERT-BUTOXYCARBONYLPYRROLIDINE (R)-3-AMINO-N-BOC-PYRROLIDINE (R)-3-AMINO-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER (R)-(+)-N-BOC-3-AMINOPYRROLIDINE (R)-(+)-N-tert-Butoxycarbonyl-3-aminopyrrolidine (R)-TERT-BUTYL 3-AMINOPYRROLIDINE-1-CARBOXYLATE TERT-BUTYL (3R)-3-AMINOPYRROLIDINE-1-CARBOXYLATE (3R)-3-Amino-1-(tert-butoxycarbonyl)pyrrolidine R-1-N-BOC-3-AMINO PYRROLIDINE (R)-3-AMINO-1-N-(TERT-BUTOXYCARBONYL)PYRROLIDINE (3r)-(+)-1-(tert-butoxycarbonyl)-3-aminopyrrolidine | [Molecular Formula]
C9H18N2O2 | [MDL Number]
MFCD03419272 | [Molecular Weight]
186.25 | [MOL File]
147081-49-0.mol |
Chemical Properties | Back Directory | [Appearance]
Colorless to light yellow liqui | [Melting point ]
243-244°C | [Boiling point ]
243-244°C | [density ]
1.098 | [refractive index ]
1.4720 | [Fp ]
196°F | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [form ]
Liquid | [pka]
9.55±0.20(Predicted) | [color ]
Clear pale yellow | [Sensitive ]
Air Sensitive | [Detection Methods]
GC,T | [InChI]
InChI=1S/C9H18N2O2/c1-9(2,3)13-8(12)11-5-4-7(10)6-11/h7H,4-6,10H2,1-3H3/t7-/m1/s1 | [InChIKey]
CMIBWIAICVBURI-SSDOTTSWSA-N | [SMILES]
N1(C(OC(C)(C)C)=O)CC[C@@H](N)C1 | [CAS DataBase Reference]
147081-49-0(CAS DataBase Reference) | [Storage Precautions]
Air sensitive;Store under inert gas |
Safety Data | Back Directory | [Hazard Codes ]
C,Xn | [Risk Statements ]
R22:Harmful if swallowed. R41:Risk of serious damage to eyes. R44:Risk of explosion if heated under confinement. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN 2810 6.1/PG 3 | [WGK Germany ]
3 | [HazardClass ]
6.1 | [PackingGroup ]
Ⅲ | [HS Code ]
29339900 |
Hazard Information | Back Directory | [Chemical Properties]
Colorless to light yellow liqui | [Uses]
(R)-(+)-1-Boc-3-aminopyrrolidine may be used to prepare:
- Descarboxamide analog and Na-methylated analogs of 4-N-(Nω-nitro-L-argininyl)-trans-4-amino-L-proline amide.
- Histamine 3 (H3) receptor antagonists containing pyrrolidin-3-yl-N-methylbenzamide moiety.
| [Synthesis]
A mixture of tert-butyl (R)-3-azido pyrrolidine-1-carboxylate (250 mg, 1.18 mmol) and Pd/C (50 mg, 10% w/w) in methanol (10 mL) was reacted with stirring at room temperature for 12 h under hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to afford tert-butyl (R)-3-aminopyrrolidine-1-carboxylate as a colorless liquid (210 mg, 96% yield). The product was characterized by 1H NMR (600 MHz, CDCl3): δ 3.33-3.49 (m, 3H), 3.27-3.32 (m, 1H), 2.95-3.03 (m, 1H), 1.98-2.08 (m, 1H), 1.63-1.70 (m, 1H), 1.41 (s, 9H). Mass spectrometry (MS-ESI) analysis showed: m/z 131.20 [M-55]+. | [References]
[1] Patent: WO2016/34134, 2016, A1. Location in patent: Paragraph 00508 [2] Patent: CN105399698, 2016, A. Location in patent: Paragraph 1493-1495 [3] Patent: US2009/221565, 2009, A1. Location in patent: Page/Page column 50 [4] Advanced Synthesis and Catalysis, 2009, vol. 351, # 14-15, p. 2288 - 2294 [5] Tetrahedron, 2009, vol. 65, # 41, p. 8513 - 8523 |
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