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
(S)-2-Amino-A/-(7-ethoxy-4-(3,4,5-trimethoxybenzyl)isoquinolin-8-yl)-3- hvdroxypropanamide dihydrochloride 26To a solution of (S)-3-(fe/t-butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid CCH 34168-1 (136 mg, 554 muetaetaomicronIota) in dry CH2CI2 (10 mL) under N2 in a 50 mL round- bottomed flask equipped with a magnetic stirrer was added a solution of 7-ethoxy-4- (3,4,5-trimethoxybenzyl)isoquinolin-8-amine CCH 34058 (143 mg, 388 muiotatauiotaomicronIota) in dry CH2CI2 (10 mL) and the mixture was cooled to 0C before portionwise addition of EDCI (149 mg, 777 muiotatauiotaomicronIota). The reaction mixture was then allowed to warm up to RT and stirring was continued overnight before dilution with CH2CI2 to a volume of 50 mL. Water (10 mL) was then added and stirring was continued at RT for 3 h, after which the organic phase was isolated, washed with 0.1 N aqueous NaOH (2×10 mL), H2O (10 mL), dried (Na2SO4) and concentrated at 40C under vacuum to give 230 mg of CCH 34168-2 as a brown oil. The oil was immediately dissolved in TFA (5 mL) in a 25 mL round-bottomed flask equipped with a magnetic stirrer and the mixture was stirred overnight at RT. After evaporation of TFA at 40C under vacuum, the residue was purified by reversed phase column chromatography, elution from H2O to H2O:CH3CN = 7:3, lyophilised, taken up in a 0.19 N HCI solution in MeOH (10 mL) and concentrated to dryness to give (S)-2-amino-A/-(7-ethoxy-4-(3,4,5- trimethoxybenzyl)isoquinolin-8-yl)-3-hydroxypropanamide dihydrochloride 26 as a pale brown solid (81 mg, 28 % yield). 26MW: 528.43; Yield: 28%; Pale brown solid; Mp (C): 206.3 (dec.)1H-NMR (CDsOD, delta): 1 .52 (t, 3H, J = 6.9 Hz, CH2CH3), 3.75 (s, 3H, OCH3), 3.79 (s, 6H, 2xOCH3), 4.23 (d, 2H, J = 4.6 Hz, CHCH2O), 4.41 (q, 2H, J = 6.9 Hz, CH2CH3), 4.47 (t, 1 H, J = 4.6 Hz, CHCH2O), 4.60 (s, 2H, CH2), 6.64 (s, 2H, 2xArH), 8.21 (d, 1 H, J = 9.4 Hz), 8.28 (s, 1 H, ArH), 8.51 (d, 1 H, J = 9.4 Hz), 9.52 (s, 1 H, ArH).13C-NMR (CDsOD, delta): 15.1 , 37.0, 56.7, 61 .1 , 62.0, 67.0, 107.6 (2xC), 122.2, 126.2, 127.0, 127.2, 129.5, 133.8, 135.0, 138.2, 139.1 , 143.3, 155.0 (2xC), 156.0, 169.1 . MS-ESI m/z (rel. int.): 456 ([MH]+, 100), 369 (40).HPLC: Method A, detection UV 254 nm, RT = 3.31 min, peak area 99.2%., 139009-66-8
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Reference£º
Patent; EXONHIT S.A.; LEBLOND, Bertrand; TAVERNE, Thierry; BEAUSOLEIL, Eric; CHAUVIGNAC, Cedric; CASAGRANDE, Anne-Sophie; DESIRE, Laurent; WO2011/151423; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem