Category: 139009-66-8

139009-66-8, (S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 7: Preparation of (S)-tert-butyl 4-((2-(4-chlorobenzoyl)-4-methoxyphenyl)carbamoyl)-2,2-dimethyloxazolidine-3 -carboxylate (Intermediate 9) To a solution of (S)-3 -(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-4- carboxylic acid (4.78 g, 19.5 mmol) in DCM (100 mL) was added Nmethylmorpholine (2.57 mL, 23.4 mmol) followed by isobutyl chioroformate (3.07 mL, 23.4 mmol) at 0 C. After stirred for 30 mm at room temperature, (2-amino-5-methoxyphenyl)(4-chlorophenyl)methanone (5.10 g, 19.5 mmol) was added to the mixture. The resulting mixture was stirred overnight at room temperature. The reaction mixture was diluted with DCM, washed with 2 N aq. HC1, saturated aq. NaHCO3 and water, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by column chromatography on Si02 (Hex:EtOAc = 5:1 to 3:1 to1:1) to obtain the title compound (8.50 g, 89%) as viscous yellow oil. ?H-NMR (400 MHz, CDC13): (two sets from rotamers) 6 10.83 and 10.73 (brs and brs, 1H), 8.56 (brs, 1H), 7.69 (d, J= 7.6 Hz, 2H), 7.45 (d, J= 8.4 Hz, 2H), 7.14 (d, J- 8.0 Hz, 1H), 6.98 (brs, 1H), 4.21-4.51 (m, 3H), 3.76 (s, 3H), 1.84 and 1.79 (s and s, 3H), 1.59 and 1.57 (s and s, 4H), 1.46 (s, 3H), 1.24-1.29 (m, 5H).

139009-66-8, As the paragraph descriping shows that 139009-66-8 is playing an increasingly important role.

Reference£º
Patent; KAINOS MEDICINE, INC.; OH, Su-Sung; CHOI, Minjeong; WO2015/156601; (2015); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.139009-66-8,(S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid,as a common compound, the synthetic route is as follows.

Isobutyl chloroformate (2.51 g; 2.40 mL; 18.36 mmol) and triethylamine (2.25 g; 3.10 mL; 22.24 mmol) were added to a cold (0 C) solution of aminoacetal 2c from the previous step (?3.35 g; 14.27 mmol) in dichloromethane (11 mL) under an argon atmosphere. The reaction mixture was vigorously stirred for 30 min at 0 C, then ethanethiol (2.01 g; 2.40 mL; 32.41 mmol) and triethylamine (2.25 g; 3.10 mL; 22.24 mmol) were added. The resulting solution was stirred for 30 min at 0 C and 45 min at rt. The reaction mixture was diluted with dichloromethane (25 mL), washed with water (40 mL) and brine (30 mL), dried over anhydrous MgSO4, concentrated under reduced pressure and purified by distillation under reduced pressure (bp 110 C/0.3 mmHg) to give 2.19 g (53% over three steps) of thioester 5, as white crystals.

139009-66-8, The synthetic route of 139009-66-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Trajkovic, Milos; Ferjancic, Zorana; Saicic, Radomir N.; Tetrahedron Asymmetry; vol. 23; 8; (2012); p. 602 – 604;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.139009-66-8,(S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid,as a common compound, the synthetic route is as follows.

6.2 Synthesis of tert-butyl (4S)-2,2-dimethyl-4-(morpholin-4-ylcarbonyl)- 1,3- oxazolidine-3-carboxylate a62.; 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (740 mg, 3.86 mmol, 1.1 eq) and 1-hydroxybenzotriazole hydrate (522 mg, 3.86 mmol, 1.1 eq) are added to a cold solution (00C) of (4S)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1 ,3-oxazolidine-4-carboxylic acid a61 (860 mg, 3.50 mmol, 1 eq) and morpholine (336 mul, 3.86 mmol, 1.1 eq) in N1N- dimethylformamide (30 ml). The mixture is stirred at room temperature for 6 hours and concentrated to dryness. The residue is dissolved in a 0.5 N aqueous solution of hydrochloric acid and extracted three times with dichloromethane. The combined organic phases are washed with a saturated solution of sodium hydrogenocarbonate, dried over magnesium sulfate and concentrated under vacuum to afford 991 mg of tert-butyl (4S)-2,2- dimethyl-4-(morpholin-4-ylcarbonyl)-1 ,3-oxazolidine-3-carboxylate a62 as a yellow solid. Yield: 90 %. LC-MS (MH+): 315., 139009-66-8

The synthetic route of 139009-66-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UCB PHARMA S.A.; WO2008/128919; (2008); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem