| Identification | Back Directory | [Name]
N-trans-BOC-(3S)-Fluoropyrrolidine | [CAS]
479253-00-4 | [Synonyms]
1-BOC-3-FLUORO PYRROLIDINE
(S)-N-BOC-3-FLUOROPYRROLIDINE
(S)-1-BOC-3-FLUORO PYRROLIDINE
N-T-BOC-(3S)-FLUOROPYRROLIDINE
TRANS-BOC-(3S)-FLUOROPYRROLIDINE
N-trans-BOC-(3S)-Fluoropyrrolidine
(S)-(+)-1-Boc-3-fluoropyrrolidine,96%
(3S)-3-Fluoropyrrolidine, N-BOC protected
tert-butyl (S)-3-fluoropyrrolidine-1-carboxylate
tert-Butyl (3S)-3-fluoropyrrolidine-1-carboxylate
n-trans-(tert-butoxycarbonyl)-(3s)-fluoropyrrolidine
(3S)-3-fluoro-1-Pyrrolidinecarboxylic acid 1,1-dimethylethyl ester
1-Pyrrolidinecarboxylicacid, 3-fluoro-, 1,1-dimethylethyl ester, (3S)- | [Molecular Formula]
C9H16FNO2 | [MDL Number]
MFCD04114064 | [MOL File]
479253-00-4.mol | [Molecular Weight]
189.23 |
| Chemical Properties | Back Directory | [Boiling point ]
74-80℃/2mm | [density ]
1.069 g/mL at 25 °C | [Fp ]
103°(217°F) | [refractive index ]
1.4410 | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
Liquid | [pka]
-3.60±0.40(Predicted) | [color ]
Colorless to pale yellow | [Sensitive ]
Moisture Sensitive | [InChI]
1S/C9H16FNO2/c1-9(2,3)13-8(12)11-5-4-7(10)6-11/h7H,4-6H2,1-3H3/t7-/m0/s1 | [InChIKey]
SUECTKVSIDXQQE-ZETCQYMHSA-N | [SMILES]
CC(C)(C)OC(=O)N1CC[C@H](F)C1 |
| Safety Data | Back Directory | [Hazard Codes ]
T,N | [Risk Statements ]
25-36-50 | [Safety Statements ]
26-45-61 | [RIDADR ]
UN 2810 6.1 / PGIII | [WGK Germany ]
3 | [HazardClass ]
6.1 | [HS Code ]
2933998090 | [Storage Class]
6.1D - Non-combustible acute toxic Cat.3
toxic hazardous materials or hazardous materials causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral
Aquatic Acute 1
Eye Irrit. 2 |
| Hazard Information | Back Directory | [Synthesis]
1. Fluorination: To a solution of tert-butyl (3R)-3-hydroxypyrrolidine-1-carboxylate (2.62 g) in dichloromethane (50 mL) was slowly added diethylaminosulfur trifluoride (2.22 mL) at -78°C. The mixture was gradually brought to room temperature and stirred for 75 minutes. The reaction mixture was gradually brought to room temperature and stirred for 75 minutes.
2. Post-treatment: The reaction mixture was poured into ice water and the organic layer was separated. The organic layer was dried with anhydrous magnesium sulfate and filtered to remove the desiccant.
3. Purification: The solvent was removed by evaporation under reduced pressure and the resulting residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate gradient) to afford tert-butyl (3S)-3-fluoropyrrolidine-1-carboxylate (676 mg, 26% yield) as an oily product. 4.
4. Product characterization: 1H-NMR (400 MHz, CDCl3) δ: 1.45 (9H, s), 2.17-2.26 (1H, m), 3.52-3.68 (5H, m), 5.20 (1H, dt, J = 52.7, 3.4 Hz). | [References]
[1] Patent: EP1785418, 2007, A1. Location in patent: Page/Page column 44
[2] Patent: WO2006/19833, 2006, A1. Location in patent: Page/Page column 62-63
[3] Patent: WO2006/40625, 2006, A1. Location in patent: Page/Page column 47-48
[4] Patent: WO2004/69256, 2004, A1. Location in patent: Page/Page column 48 |
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| Company Name: |
Sigma-Aldrich
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| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
| Company Name: |
Energy Chemical
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| Telephone: |
021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
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