2赫尔-乌尔哈-泽林斯基-溴化法 RCH.COOH P Br. NH, RCHCOOH RCHCOOH Br 在鞋筒班旁 NH2 3盖布瑞尔法可参看372页 0 RCHCOOCH3 -CHCOOCH3 Br COOH NH3CHCOO CH3OH COOH R 应用盖布瑞尔法可以制备很纯的氨基酸
4 丙二酸酯法 1.通过酰基丙二酸酯法 COOEt COOEt COOEt H,/Pt CH2 O=N-OH C=N-OH H-C-NHCOCH3 醋酸 COOEt COOEt COOEt COOEt H-C-NHCOCH3 NC-CH=CH, 麦克尔加成碱 COOEt COOEt H/催 H30 加热 NCCH2CH2-C-NHCOCH3 COOEt -C02 H2NCH2CH2CH2CHCOOH NH2
丝氨酸的合成 COOEt COOEt H-C-NHCOCH3 +CH=0 HOCH2-C-NHCOCH3 COOEt COOEt H,O -C02 HOCH2CHCOO NH3 丝氨酸(65%)
2.通过溴代丙二酸酯法合成 CH,(COOEt), Br2 CCl BrCH(COOEt)2 COOEt N-CH(COOEt)2 CICH,CH2SCH; N-C-CH2CH2SCH: Na COOEt 0 烷基化 0 C00 NaOH c00 C00 HCI ▲ H3N*-CH-CH2CH2SCH3 TNH-C-CH2CH2SCH3 C00 蛋氨酸(50%) U
谷氨酸的合成 NaOEt N-CH(COOEt)2 CH,=CHCOOEt 麦克尔加成 COOEt H3+0 N-C-CH2CH2COOEt HOOC(CH2)CHCOO COOEt NH3 谷氨酸(70%)