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基于资源化学策略合成茶蓑蛾性信息素。

Synthesis of the Sex Pheromone of the Tea Tussock Moth Based on a Resource Chemistry Strategy.

机构信息

State Key Laboratory of Crop Stress Biology in Arid Areas, Northwest A&F University, Yangling 712100, China.

Shaanxi Key Laboratory for Catalysis, College of Chemical and Environment Science, Shaanxi University of Technology, Hanzhong 723001, China.

出版信息

Molecules. 2018 Jun 4;23(6):1347. doi: 10.3390/molecules23061347.

DOI:10.3390/molecules23061347
PMID:29867014
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6100017/
Abstract

Synthesis of the sex pheromone of the tea tussock moth in 33% overall yield over 10 steps was achieved. Moreover, the chiral pool concept was applied in the asymmetric synthesis. The synthesis used a chemical available on a large-scale from recycling of wastewater from the steroid industry. The carbon skeleton was constructed using the C4+C5+C8 strategy. Based on this strategy, the original chiral center was totally retained.

摘要

以 33%的总收率经 10 步反应实现了茶蓑蛾性信息素的全合成。此外,还在手性池概念的指导下进行了不对称合成。该合成使用了一种可从甾体工业废水的回收中大规模获得的商品化原料。碳骨架采用 C4+C5+C8 策略构建。基于该策略,原始的手性中心完全得以保留。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9dfb/6100017/19bb2269eb57/molecules-23-01347-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9dfb/6100017/c69abdc95ecc/molecules-23-01347-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9dfb/6100017/9789ef53c044/molecules-23-01347-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9dfb/6100017/19bb2269eb57/molecules-23-01347-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9dfb/6100017/c69abdc95ecc/molecules-23-01347-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9dfb/6100017/9789ef53c044/molecules-23-01347-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9dfb/6100017/19bb2269eb57/molecules-23-01347-sch003.jpg

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本文引用的文献

1
Divergent Synthesis of Revised Apratoxin E, 30-epi-Apratoxin E, and 30S/30R-Oxoapratoxin E.修订型阿普瑞毒素 E、30-差向阿普瑞毒素 E 和 30S/30R-氧代阿普瑞毒素 E 的发散合成。
J Org Chem. 2017 Oct 20;82(20):10830-10845. doi: 10.1021/acs.joc.7b01598. Epub 2017 Oct 3.
2
Stereoselective α-Hydroxylation of Amides Using Oppolzer's Sultam as Chiral Auxiliary.
J Org Chem. 2016 May 6;81(9):3890-900. doi: 10.1021/acs.joc.6b00068. Epub 2016 Apr 7.
3
Direct correlation of single-molecule properties with bulk mechanical performance for the biomimetic design of polymers.直接将单分子性质与聚合物的宏观机械性能相关联,用于仿生聚合物的设计。
Molecules. 2022 Oct 14;27(20):6897. doi: 10.3390/molecules27206897.
4
Growing Importance of Natural Products Research.天然产物研究的重要性日益增加。
Molecules. 2019 Dec 18;25(1):6. doi: 10.3390/molecules25010006.
Nat Mater. 2014 Nov;13(11):1055-62. doi: 10.1038/nmat4090. Epub 2014 Sep 28.
4
Absolute configuration of sex pheromone for tea tussock moth,Euproctis pseudoconspersa (strand)via synthesis of (R)- and (S)-10, 14-dimethyl-1-pentadecyl isobutyrates.通过合成(R)-和(S)-10,14-二甲基-1-十五烷基异丁酸酯,确定茶毛虫性信息素的绝对构型(Euproctis pseudoconspersa (strand))。
J Chem Ecol. 1995 May;21(5):627-34. doi: 10.1007/BF02033705.
5
Highly stereocontrolled total synthesis of β-D-mannosyl phosphomycoketide: a natural product from Mycobacterium tuberculosis.高度立体选择性全合成 β-D-甘露糖基磷酸霉素酮肽:结核分枝杆菌的天然产物。
J Org Chem. 2013 Jun 21;78(12):5970-86. doi: 10.1021/jo4006602. Epub 2013 Jun 11.
6
Synthesis and field test of three candidates for soybean pod borer's sex pheromone.大豆食心虫性信息素三种候选物的合成与田间试验
Nat Prod Commun. 2011 Sep;6(9):1323-6.
7
An acid-stable tert-butyldiarylsilyl (TBDAS) linker for solid-phase organic synthesis.
Org Lett. 2005 Apr 28;7(9):1777-80. doi: 10.1021/ol050370y.
8
Total synthesis of microtubule-stabilizing agent (-)-laulimalide.微管稳定剂(-)-劳利马胺的全合成。
J Org Chem. 2001 Dec 28;66(26):8973-82. doi: 10.1021/jo010854h.