反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
Condensation reaction between p-anisaldehyde and methyl chloroacetate was effected in tetrahydrofuran at -78° C. in the presence of lithium diisopropylamide, and the methyl 2-chloro-3-hydroxy-3-(p-methoxyphenyl)propionate obtained was separated into anti isomer (a mixture of (2R, 3R) isomer and (2S, 3S) isomer) and syn isomer (a mixture of (2R, 3S) isomer and (2S, 3R) isomer) by silica gel chromatography (solvent: n-hexane/ethyl acetate=3/1). NMR of these isomers was measured to determine anti isomer and syn isomer. When these isomers were analyzed by high performance liquid chromatography by use of a chiralcel OJ 4.6 mmφ×250 mm manufactured by Dicel Chemical Industries, LTD. (mobile phase: n-hexane/i-propanol=7/3, flow rate: 1.0 ml/min, column temperature: 40° C.), a retention time of the anti isomer was 9.2 minutes and 9.9 minutes, and a retention time of the syn isomer was 11.7 minutes and 13.9 minutes.