数学作业代写:葡萄糖的合成过程和反应

数学作业代写:葡萄糖的合成过程和反应

Pummerer重排:这是一个有机反应,烷基亚砜重新在形式的α-acyloxy-thioether乙酸酐的存在。在整个过程中,硫被还原,而另一边,相邻的碳被氧化。

无沙士不对称环氧化反应:无沙士不对称环氧化反应是一种对映选择性反应,有助于从初级和次级烯丙基醇中制备2,3环氧醇。

反常效应:反常效应称为Edward-Lemieux效应。这是一种描述杂原子物质趋势的立体电效应。这种效应与环己烷环中的杂原子相邻。这种效应倾向于轴向而不是阻碍较小的赤道方向。

佩恩重排:这种重排集中在基本条件下的异构化。2,3环氧醇与同分异构体2,3环氧醇构型相反。

数学作业代写 :葡萄糖的合成过程和反应

以上是实际的合题发生前最强烈的反应。一级反应的试剂为NaBH4。然后经顺序还原、选择性苯甲酰化和突然转向氧化,转化为酮。

在第二步中,酮通过NaHSO3和KCN两步反应转化为氰醇。

在第三步,用钨灯照射粗产物(第二步后得到),在苯基柳定(III)二乙酸盐和碘的存在下,得到合成过程中所示的下一个自由基环化产物。

第四步,自由基环化产物经过酸水解、脱羧自由基氧化和保护四步反应,生成芍药苷中间体。第四步是中间产物。

第四步,再次进行臭氧分解和拜耳-维利格重排水解,得到的叔醇为芍药苷的碳酸苄衍生物。

然后将芍药苷的碳酸苄衍生物与d -葡萄糖基进行脱保护,得到最终的甙(-)-芍药苷产物。

在整个合成过程中,为了得到最终的产物,所有这些试剂都是从步骤1到步骤5引入的。


数学作业代写 :葡萄糖的合成过程和反应

Pummerer Rearrangement: This is an organic reaction where an alkyl sulfoxide rearranges in form of α-acyloxy–thioether in the presence of acetic anhydride. In this entire process, sulfur reduced while on the other side, the adjacent carbon is oxidized.
Sharpless Asymmetric Epoxidation: The Sharpless Asymmetric Epoxidation is an enantioselective reaction that helps in preparing 2,3 epoxy alcohols derived from primary and secondary allylic alcohols.
Anomeric Effect: Anomeric effect is called Edward-Lemieux effect. This is a stereo electric effect that describes the tendency of heteroatomic substances. This effect is adjacent to the heteroatom within a cyclohexane ring. This effect prefers the axial orientation instead of less hindered equatorial orientation.
Payne Rearrangement: This rearrangement focus on isomerization under basic conditions. 2,3 epoxy alcohols to isomeric 2,3 epoxy alcohols with inversion of configuration.


数学作业代写 :葡萄糖的合成过程和反应

The above is the firest reaction before the actual sysnthesis happeend. The reagents for first level reaction is NaBH4. After this it was converted to Ketone, with sequential reduction, selective benzoylation and Swern oxidation.

In the second steps, the ketone was converted in to Cyanohydrin with NaHSO3 and KCN, two-step process.
In the third step, Irradiation of crude product (as obtained after second step) with a tungsten lamp in the presence of phenyliodine (III) diacetate and iodine, resulted in to the next radical cyclization product as shown in the synthesis process.

In the fourth step, the radical cyclization product went through 4 step process of sequential acid hydrolysis, decarboxylative radical oxygenation and protection, resulted in to the paeoniflorin’s intermediate product. In the fourth step, it was intermediate product.
In the fourth step, again, with the ozonolysis and Baeyer-Villiger rearrangement and hydrolysis the tertiary alcohol was obtained named as benzyl carbonate derivative of paeoniflorigenin.
The benzyl carbonate derivative of paeoniflorigenin, was then introduced with D-glucosyl group and deprotection to get the final glucoside (-)-paeoniflorin product.
In the entire synthesis, all these reagents were introduced form step 1 to 5th in order to get the final product.



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