Downstream synthetic route of 3622-35-3

The synthetic route of 3622-35-3 has been constantly updated, and we look forward to future research findings.

3622-35-3, Benzo[d]thiazole-6-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

At -78 C,11BuLi/Hex(2.5M) (28.5 mL, 71.4 mmol) was added dropwise into the solution of 6- carboxybenzothiazole (6.57 g, 37 mmol) in THF (450 mL) over 25 minutes. After the mixture was stirred for additional half an hour, the solution of Boc-HN-Arg(Mtr) Weinreb amide (1.63 g, 3.08 mmol) in THF (60 mL) was added slowly over 20 minutes at -78 C. After the addition then the mixture was stirred at -24 C to -20 C for 1.5 hours. The reaction was quenched with saturated aqueous NH4C1 (270 mL). The layers were separated and the aqueous layer was extracted with AcOEt. The organic phase was collected and washed with water, 5% citric acid, then dried with Na2SO4 and concentrated. The resulting residue was purified by silica gel chromatography with CH2C12/MeOH combination as eluent to give the title compound (0.91 g) in 46% yield. ?H NMR (400 MHz, METHANOL-d4) oe ppm 1.43 (s, 9 H) 1.66 (m, 4 H) 2.03 (s, 3 H) 2.54 (s, 3 H) 2.60 (s, 3 H) 3.22 – 3.29 (m, 2 H) 3.80 (s, 3 H)5.18 – 5.41 (m, 1 H) 6.55 (s, 1 H) 8.20 (m, 2 H) 8.79 (s, 1 H). MS(ESI): found: [M + Hj,648.4., 3622-35-3

The synthetic route of 3622-35-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WASHINGTON UNIVERSITY; JANETKA, James,, W.; HAN, Zhenfu; HARRIS, Peter; KARMAKAR, Partha; (163 pag.)WO2016/144654; (2016); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica