TERT-BUTYL N-[3-(TOSYLOXY)PROPYL]CARBAMATE synthesis
- Product Name:TERT-BUTYL N-[3-(TOSYLOXY)PROPYL]CARBAMATE
- CAS Number:80909-96-2
- Molecular formula:C15H23NO5S
- Molecular Weight:329.41
Yield:80909-96-2 96%
Reaction Conditions:
with 4-dimethylaminopyridine;triethylamine in dichloromethane at 20; for 2 h;
Steps:
3 Synthesis of Compound 18
Compound 17 (3.50 g, 20 mmol), Et3N (2.02 g, 20 mmol) and DMAP (0.244 g, 2 mmol) were stirred in DCM about five minutes. TsCl (4.00 g, 21 mmol) was added and stirred further two hours at room temperature. Colorless viscous solid was obtained after purification by silica gel column chromatography using hexane/ethyl acetate (v/v=2:1) as an eluting solvent (Rf=0.72). Yield: 96%. 1H NMR (CDCl3, 300 MHz): 7.79-7.77 (d, J=8.4 Hz, 2H), 7.36-7.33 (d, J=8.1 Hz, 2H), 4.61 (bs, 1H), 4.09-4.05 (t, J=12.0 Hz, 2H), 3.15 (s, 2H), 2.44 (s, 3H), 1.87-1.79 (m, 2H), 1.41 (s, 9H). 13C NMR (CDCl3, 300 MHz): 155.87, 144.91, 129.92, 127.88, 79.36, 68.00, 36.82, 29.26, 28.35, 21.64.
References:
US10093929,2018,B2 Location in patent:Page/Page column 22
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