52558-24-4 (S)-3-(tert-Butyloxycarbonylamino) -2-hydroxypropionic acid.

(S) -isoserine 15a (21 g, 0.20 mol) gbazere na tetrahydrofuran (100 mL) Na ihe mgbaze agwakọta nke 10percent aqueous sodium hydroxide solution (100 ml), Di-tert-butyl dicarbonate (50 ml, 0.22 mol) bụ. agbakwunyere dropwise. A na-eme mmeghachi omume ahụ na ụlọ okpomọkụ maka awa 9. A na-edozi usoro mmiri mmiri na pH 2 na 4 mol / L hydrochloric acid, ma wepụ ya na dichloromethane / methanol (v / v = 5/1, 50 mL × 3). ) na nke a mịrị amị n'elu anhydrous sodium sulfate.Nyochaa site na mmiri ara ehi, tinye uche n'okpuru nrụgide belatara, enwetara aha ogige 15b dị ka mmanụ na-enweghị agba (35 g, mkpụrụ: 85percent).
Na ngwọta na-akpali akpali nke S-isoserine (4.0 g, 0.038 mol) na dioxane: H2O (100 mL, 1: 1 v / v) na 0 ° C agbakwunyere N-methylmorpholine (4.77 mL, 0.043 mol), sochiri BoC2O. (11.28 ml, 0.049 mol) na mmeghachi omume a kpalitere n'abali na iji nwayọọ nwayọọ na-ekpo ọkụ n'ime ụlọ.A na-agbakwunye Glycine (1.0 g, 0.013 mol) wee kpalie mmeghachi omume maka 20 min.Emebere mmeghachi omume ahụ na O0C wee nọdụ aq.NaHCO3 (75 ml) agbakwunyere.A na-eji ethyl acetate (2 x 60 ml) saa oyi akwa mmiri ahụ wee tinyezie acid na pH 1 na NaHSO4.A na-ewepụta ihe ngwọta a na ethyl acetate (3 x 70 mL) na ihe ndị a na-ejikọta organic n'ígwé akpọnwụwo n'elu Na2SO4, nchara ma tinye uche na nkụ iji nye N-Boc-3-ammo-2 (S) chọrọ -hydroxy-propanoic acid. (6.30 g, 0.031 mmol, 81.5 pasent mkpụrụ): 1H NMR (400 MHz, CDC13) δ 7.45 (bs, 1 H), 5.28 (bs, 1 H), 4.26 (m, 1 H), 3.40-3.62 (m , 2 H), 2.09 (s, 1 H), 1.42 (s, 9 H);13C NMR (IOO MHz, CDC13) δ 174.72, 158.17, 82, 71.85, 44.28, 28.45.
N-Boc-3-amino-2 (S) -hydroxy-propionic acid;Na ngwọta na-akpali akpali nke S-isoserine (4.0 g, 0.038 mol) na dioxane: H2O (100 mL, 1: 1 v / v) na 0 ° C agbakwunyere N-methylmorpholine (4.77 mL, 0.043 mol), sochiri BoC2O. (11.28 ml, 0.049 mol) na mmeghachi omume a kpalitere n'abali na iji nwayọọ nwayọọ na-ekpo ọkụ n'ime ụlọ.A na-agbakwunye Glycine (1.0 g, 0.013 mol) wee kpalie mmeghachi omume maka 20 min.Emebere mmeghachi omume ahụ ka ọ bụrụ 0 Celsius ma nọrọ ọdụ aq.NaHCO3 (75 ml) agbakwunyere.A na-eji ethyl acetate (2 x 60 ml) saa oyi akwa mmiri ahụ wee tinyezie acid na pH 1 na NaHSO4.A na-ewepụta ihe ngwọta a na ethyl acetate (3 x 70 mL) na ngwakọta organic n'ígwé akpọnwụwo n'elu Na2SO4, nchara ma tinye uche na nkụ iji nye N-Boc-3-amino-2 (5) chọrọ -hydroxy-propanoic acid. (6.30 g, 0.031 mmol, 81.5 pasent mkpụrụ): 1H NMR (400 MHz, CDC13) δ 7.45 (bs, 1 H), 5.28 (bs, 1 H), 4.26 (m, 1 H), 3.40-3.62 (m , 2 H), 2.09 (s, 1 H), 1.42 (s, 9 H);13C NMR (100 MHz, CDC13) δ 174.72, 158.17, 82, 71.85, 44.28, 28.45.