Electric Literature of 756525-95-8, These common heterocyclic compound, 756525-95-8, name is tert-Butyl 9-Amino-4,7-dioxanonanoate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a stirred solution of (6-((3-(3-(5-methyl-lH-imidazol-l-yl)-5- (trifluoromethyl)benzamido)benzyl)amino)-2H-indazole-3-carbonyl)-L-alanine (16) (170 mg, 0.28 mmol, 1.0 equiv) in DMF (6.8.0 mL, 40.0 vol. equiv) were added tert-butyl 3-(2-(2- aminoethoxy)ethoxy)propanoate (16) (78.60 mg, 0.34 mmol, 1.2 equiv), HATU (320 mg, 0.84 mmol, 3.0 equiv) and DIPEA (43.5 mg, 0.34 mmol, 1.20 equiv). The reaction mixture was stirred for 4 h at RT. The completion of reaction was monitored by TLC. The Reaction mixture was quenched with DMW (100 mL) and extracted with EtOAc (100 mL x 3). The combined organic extract was washed with brine (100 mL), dried over Na2S04 and concentrated under vacuum to get crude of desired compound. The crude was purified with column chromatography eluted with methanol in DCM (0 to 10%) to afford titled compound (17) (220 mg, 95.5%) as a light brown gum. 1H MR (300 MHz, OMSO-d6) delta 12.90 (s, 1H), 10.59 (s, 1H), 8.68 (s, 1H), 8.46 (s, 1H), 8.32-8.16 (m, 4H), 7.79-7.69 (m, 4H), 7.39-7.34 (t, 1H), 7.21-7.19 (d, 1H), 6.76-6.8 (s, 2H), 6.35 (s, 1H), 4.46-4.36 (m, 3H), 4.12-4.00 (t, 2H), 3.63-3.41 (m, 8H), 2.94 (s, 2H)2.21 (s, 3H), 1.45-1.38 (m, 12H). MS (ES+): 821.3 (M+l); MS (ES-): 819.5 (M-l).
Statistics shows that tert-Butyl 9-Amino-4,7-dioxanonanoate is playing an increasingly important role. we look forward to future research findings about 756525-95-8.
Reference:
Patent; QUARTZ THERAPEUTICS, INC.; ZAMBONI, Robert; HENNING, Ryan; JI, Alan; SMITH, Tyler; HELLER, Bradley; REDDY, Thumkunta Jagadeeswar; ROCHELEAU, Sylvain; BEAULIEU, Marc Andre; (266 pag.)WO2018/200981; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics