2-tert-ButoxycarbonylaMino-benzothiazole-6-carboxylic acid ethyl ester synthesis
- Product Name:2-tert-ButoxycarbonylaMino-benzothiazole-6-carboxylic acid ethyl ester
- CAS Number:225525-49-5
- Molecular formula:C15H18N2O4S
- Molecular Weight:322.38
50850-93-6
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24424-99-5
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225525-49-5
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Yield:225525-49-5 86%
Reaction Conditions:
with dmap in tetrahydrofuran at 0 - 20; for 16 h;
Steps:
5.1.2. Ethyl 2-(tert-butoxycarbonyl)benzo[d]thiazole-6-carboxylate(6)
To THF (500 mL) were added compound 5 (22.2 g, 0.1 mol) and DMAP (1.22 g, 0.01 mol), when all had dissolved, diteutyl dicarbonate (26.2 g, 0.12 mol) in THF (150 mL) was added slowly by dripping at 0 °C. The mixture was stirred at room temperature for 16 h, about 3/4 of the solvent was evaporated under reduced pressure, the precipitate obtained was filtered, washed with THF and dried to yield 6 (27.6 g, 86%) as white powder, mp > 300 °C[46]. 1H NMR (DMSO-d6, 300 MHz) d (ppm): 1.34 (t, J 7.1 Hz, 3H,OCH2CH3), 1.52 (s, 9H, 3 CH3), 4.33 (q, J 7.1 Hz, 2H, CH2O), 7.74(d, J 8.4 Hz, 1H, Ar-H), 7.97 (d, J 8.5 Hz, 1H, Ar-H), 8.58 (s, 1H,Ar-H), 12.01 (br, 1H, -NH-Boc).
References:
Cai, Jin;Sun, Min;Wu, Xiaoqing;Chen, Junqing;Wang, Peng;Zong, Xi;Ji, Min [European Journal of Medicinal Chemistry,2013,vol. 63,p. 702 - 712]
94-09-7
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225525-49-5
10 suppliers
$401.00/10g