127369-30-6

基本信息
L-對羥基苯甘氨酸甲酯
L-對羥基苯基甘氨酸甲酯
L-對羥基苯甘氨酸甲酯 鹽酸鹽
(2S)-氨基(4-羥基苯基)乙酸甲酯鹽酸鹽
(S)-2-氨基-2-(4-羥基苯基)乙酸甲酯鹽酸鹽
METHYL (2S)-2-AMINO-2-(4-HYDROXYPHENYL)ACETATE HYDROCHLORIDE
L-P-HYDROXYPHENYLGLYCINE METHYL EST
Methyl L-(-)-4-Hydroxyphenylglycinate
Methyl L-(-)-4-Hydroxyphenylglycinate(HCl Salt)
(S)-Methyl 2-amino-2-(4-hydroxyphenyl)acetate HCl
S-4-Hydroxyphenylglycine methyl ester hydrochloride
Methyl (2S)-amino(4-hydroxyphenyl)acetate hydrochloride
Methyl (2S)-amino(4-hydroxyphenyl)ethanoate hydrochloride
Methyl (2S)-2-amino-2-(4-hydroxyphenyl)acetate Hydrochloride
(S)-(2-Amino-2-(4-hydroxy-phenyl)-acetic acid methyl ester hydrochloride
物理化學(xué)性質(zhì)
制備方法

67-56-1

22818-40-2

57591-61-4
以甲醇和(R)-2-氨基-2-(4-羥基苯基)乙酸為原料合成D-對羥基苯甘氨酸甲酯鹽酸鹽的一般步驟:在氮氣保護和-15℃條件下,將亞硫酰氯(1.5 mL,33.0 mmol)緩慢滴加到(R)-4-羥基苯基甘氨酸(5.00 g,29.91 mmol)的無水甲醇(25 mL)懸浮液中,同時攪拌。反應(yīng)混合物逐漸升溫至室溫并持續(xù)攪拌過夜。隨后,將黃色溶液回流30分鐘。反應(yīng)混合物經(jīng)減壓濃縮,得到灰白色固體狀的D-對羥基苯甘氨酸甲酯鹽酸鹽。將該鹽酸鹽在乙醚(15 mL)中攪拌,過濾后用乙醚(2×15 mL)洗滌并干燥,最終得到白色固體狀的D-對羥基苯甘氨酸甲酯鹽酸鹽(6.50 g,100%),其熔點為189-191℃;比旋光度[α]20D = -120.9(c 1, 1M HCl),文獻值[α]25D = -121.1(c 1, 1M HCl);紅外光譜(KBr)νmax/cm-1:3339(寬峰),1740(C=O),1595;核磁共振氫譜(300 MHz, DMSO-d6)δH:3.68(3H,單峰,OCH3),5.11(1H,單峰,C(2)H),6.80(2H,雙峰,J=8.5 Hz,芳香族H),7.25(2H,雙峰,J=8.5 Hz,芳香族H),8.70(3H,寬峰,NH3),9.86(1H,單峰,OH)。
參考文獻:
[1] Tetrahedron Asymmetry, 2013, vol. 24, # 20, p. 1265 - 1275
[2] European Journal of Medicinal Chemistry, 2018, vol. 145, p. 649 - 660
[3] Synthesis, 2012, vol. 44, # 6, p. 875 - 880
[4] Croatica Chemica Acta, 2003, vol. 76, # 1, p. 23 - 36
[5] Heterocycles, 2009, vol. 78, # 6, p. 1477 - 1483