反应详情
EQUATION
反应方程式
REACTANTS
反应物
Triphenylphosphine
C18H15P
Benzylvanillin
C15H14O3
Diethyl azodicarboxylate
C6H10N2O4
Ethyl isopropoxyacetate
C7H14O3
4-Methylthiobenzamide
C8H9NS
METHYL 4-BROMO-3-OXOPENTANOATE
C6H9BrO3
2-[5-Methyl-2-(4-methylphenyl)-1,3-thiazol-4-yl]ethan-1-ol
C13H15NOS
未命名化合物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
In analogy to the procedure described in example 1 d], [rac]-3-(4-hydroxy-3-methoxy-phenyl)-2-isopropoxy-propionic acid ethyl ester [prepared from isopropoxy-acetic acid ethyl ester (Tetrahedron (1982), 38(17), 2733-9) and 4-benzyloxy-3-methoxy-benzaldehyde in analogy to the procedures described in examples 54 a]to c)] was reacted with 2-(5-methyl-2-p-tolyl-thiazol-4-yl)-ethanol (prepared from [rac]4-bromo-3-oxo-pentanoic acid methyl ester [PCT Int. Appl. (2001), WO 01/79202] and 4-methyl-thiobenzamide in analogy to the procedures described in examples 12 a] and 12 b]) in tetrahydrofuran in the presence of triphenylphosphine and DEAD (diethyl azodicarboxylate) to yield [rac]-2-isopropoxy-3-{3-methoxy-4-[2-(5-methyl-2-p-tolyl-thiazol-4-yl]-ethoxy}-phenyl)-propionic acid ethyl ester, which was further saponified in analogy to the procedure described in example 4 e], to yield [rac]-2-isopropoxy-3-{3-methoxy-4-[2-(5-methyl-2-p-tolyl-thiazol-4-yl)-ethoxy]-phenyl}-propionic acid as colorless amporphous solid.
WORKUP
后处理
- customdescribed in example 1 d