Horner–Wadsworth–Emmons reaction to methyl (E)-4-ethoxy-2-pentenoate that was finally hydrogenated to methyl 4-ethoxypentanoate. Methyl (S)-4-ethoxy-3-oxopentanoate was prepared by conversion of (S)-2-ethoxypropanoyl chloride with Meldrum's acid. Reduction of the resulting β-oxoester with NaBH4 or baker's yeast gave both diastereoisomers of methyl 4-ethoxy-3-hydroxypentanoate. The stereocenter at C-3 of the main
反硝化β-变形杆菌 Aromatoleum sp.在乙醚的共代谢、厌氧降解过程中形成的五种代谢物的组成。通过将质谱和气相色谱数据与合成参考标准的数据进行比较,阐明了菌株 HxN1。此外,建立了代谢物中两个立体中心的绝对构型。基于这些结果,Aromatoleum sp 的二乙醚降解途径。提出了类似于正己烷的 HxN1。( E )-4-乙氧基-2-戊烯酸甲酯的两种对映异构体的合成是通过 ( R )- 或 ( S ) 乙酯的醚化反应完成的)-乳酸,随后酯基水解并还原以提供2-乙氧基-1-丙醇。伯醇通过 Swern 氧化,然后通过 Horner-Wadsworth-Emmons 反应转化为 ( E )-4-乙氧基-2-戊烯酸甲酯,最终氢化成 4-乙氧基戊酸甲酯。( S )-4-乙氧基-3-氧代戊酸甲酯通过 ( S )-2-乙氧基丙酰氯与 Meldrum 酸的转化制备。用NaBH 4或面包酵母还原生
Purdie; Irvine, Journal of the Chemical Society, 1899, vol. 75, p. 486
作者:Purdie、Irvine
DOI:——
日期:——
Bardan, Bulletin de la Societe Chimique de France, 1931, vol. <4> 49, p. 1426,1433
作者:Bardan
DOI:——
日期:——
Stevens, Journal of the American Chemical Society, 1932, vol. 54, p. 3737
作者:Stevens
DOI:——
日期:——
Kenyon; Phillips; Turley, Journal of the Chemical Society, 1925, vol. 127, p. 412