(2R,3R,4R,5S,6S)-2-(乙酰氧基甲基)-6-(4-氯-3-(4-乙氧基苄基)苯基)四氢-2H-吡喃-3,4,5-三乙酸酯的制备及其应用

简介

(2R,3R,4R,5S,6S)-2-(乙酰氧基甲基)-6-(4-氯-3-(4-乙氧基苄基)苯基)四氢-2H-吡喃-3,4,5-三乙酸酯的CAS号是461432-25-7。分子式是C29H33ClO10，分子量为577.01932。

应用

(2R,3R,4R,5S,6S)-2-(乙酰氧基甲基)-6-(4-氯-3-(4-乙氧基苄基)苯基)四氢-2H-吡喃-3,4,5-三乙酸酯可用作化工中间体，用于有机合成及实验研究。常用作有机化工原料，可用于制作香料，也是制药工业成中合成多种药物的中间体。也可以以合成席夫碱，测定食品等含有的痕量稀土金属离子[1-2]。此外，(2R,3R,4R,5S,6S)-2-(乙酰氧基甲基)-6-(4-氯-3-(4-乙氧基苄基)苯基)四氢-2H-吡喃-3,4,5-三乙酸酯主要用途充当药物合成的中间体[3]。根据现有文献，(2R,3R,4R,5S,6S)-2-(乙酰氧基甲基)-6-(4-氯-3-(4-乙氧基苄基)苯基)四氢-2H-吡喃-3,4,5-三乙酸酯在驱虫药、抗艾滋病毒药、抗乙肝病毒及抗感冒药、抗风湿药、抗组胺药、抗糖尿病药及抗癌症药等数万种药物合成中可能扮演着重要角色[4-6]。

危害

(2R,3R,4R,5S,6S)-2-(乙酰氧基甲基)-6-(4-氯-3-(4-乙氧基苄基)苯基)四氢-2H-吡喃-3,4,5-三乙酸酯对环境可能有危害，对水体应给予特别注意。此外，其对眼及上呼吸道有刺激作用。高浓度吸入后，轻者有欣快或窒息感，继之出现抑郁、肌无力、呕吐；重者意识丧失、大小便失禁、强直性痉挛、血压下降。误服可致死。长期接触此物质会出现头晕、头痛、失眠、步态不稳及消化道功能紊乱，严重可导致肝肾损害。

泄露处理

(2R,3R,4R,5S,6S)-2-(乙酰氧基甲基)-6-(4-氯-3-(4-乙氧基苄基)苯基)四氢-2H-吡喃-3,4,5-三乙酸酯一旦被大量泄露，应迅速撤离泄漏污染区人员至安全区，并进行隔离，严格限制出入。切断火源。建议应急处理人员戴自给正压式呼吸器，穿防毒服。尽可能切断泄漏源。防止流入下水道、排洪沟等限制性空间。当小量泄漏时，可以用砂土、干燥石灰或苏打灰混合。也可以用大量水冲洗，洗水稀释后放入废水系统。

参考文献

[1] S.D. Barrett, D.A. Bochar, L.L. Blazer, F.L. Ciske, G.W. Endres, J.K. Johnson, G.S. Keyes, R.S. Sidhu, R.C. Trievel, M.L. Collins, Fluorescent reporters for assays that measure competitive binding of test compounds with proteins binding S-adenosyl methionine, Cayman Chemical Company, Incorporated, USA; University of Michigan . 2012, p. 163pp.

[2] O. Da Silva, N. Probst, C. Landry, A.-S. Hanak, P. Warnault, C. Coisne, A.-G. Calas, F. Gosselet, C. Courageux, A.-J. Gastellier, M. Trancart, R. Baati, M.-P. Dehouck, L. Jean, F. Nachon, P.-Y. Renard, J. Dias, A New Class of Bi- and Trifunctional Sugar Oximes as Antidotes against Organophosphorus Poisoning, J. Med. Chem. 65(6) (2022) 4649-4666.

[3] C. He, L. Huang, J. Tonra, Preparation of tucaresol derivatives as anticancer agents, BeyondSpring Pharmaceuticals, Inc., USA . 2021, p. 67pp.

[4] Y. Jain, R. Gupta, P. Yadav, M. Kumari, Chemical Waltz of Organic Molecules "On Water": Saline-Assisted Sustainable Regioselective Synthesis of Fluorogenic Heterobioconjugates via Click Reaction, ACS Omega 4(2) (2019) 3582-3592.

[5] R.J. Shirey, D. Globisch, L.M. Eubanks, M.S. Hixon, K.D. Janda, Noninvasive Urine Biomarker Lateral Flow Immunoassay for Monitoring Active Onchocerciasis, ACS Infect. Dis. 4(10) (2018) 1423-1431.