871571-19-6Relevant articles and documents
PROCESS FOR PREPARING AN ORTHO-SUBSTITUTED 5-HALOPHENOL AND A SYNTHESIS INTERMEDIATE THEREOF
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, (2013/03/28)
A process for preparing a 5-halophenol, ortho-substituted by an electron-donating group, is described. Also described, is a process for preparing a sulphonic ester of an ortho-substituted phenol, which is the synthesis intermediate for the ortho-substituted 5-halophenol. The process for preparing a phenol ortho-substituted by an electron-donating group and protected in the form of a sulphonic ester can include reacting a phenol ortho-substituted by an electron-donating group with a sulphonylating agent in the presence of a Lewis acid. The process for preparing a 5-halophenol ortho-substituted by an electron-donating group can include a first step of preparing a phenol ortho-substituted by an electron-donating group and protected in the form of a sulphonic ester, as described above; a second step of halogenating the protected phenol intermediate obtained in the preceding step, in the position para to the electron-donating group; and a third step of deprotecting the sulphonic ester function to hydroxyl.
PROCESS FOR PREPARING AN ORTHO-SUBSTITUTED 5-HALOPHENOL AND A SYNTHESIS INTERMEDIATE THEREOF
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, (2011/12/04)
Disclosed a process for preparing a phenol ortho-substituted by an electron-donating group and protected in the form of a sulphonic ester which comprises reacting a phenol ortho- substituted by an electron-donating group with a sulphonylating agent in the presence of an effective amount of a Lewis acid and a process for preparing a 5-halophenol ortho- substituted which comprises a firste step of preparing a phenol ortho-substituted by an electron-donating group and protected in the form of a sulphonic ester, as described above, a second step of halogenating the protected phenol intermediate obtained in the preceding step, in the position para to the electron-donating group, and a third step of deprotecting the sulphonic ester function to hydroxyl
Synthesis and biological evaluation of a 2-aryl polyhydroxylated pyrrolidine alkaloid-based library
Tsou, En-Lun,Chen, Sih-Yu,Yang, Ming-Hsun,Wang, Shih-Chi,Cheng, Ting-Ren Rachel,Cheng, Wei-Chieh
supporting information; experimental part, p. 10198 - 10204 (2009/04/07)
Inspired by polyhydroxylated pyrrolidine alkaloid natural products, a 18-membered library of 2-aryl polyhydroxylated pyrrolidines has been efficiently prepared in two or three synthetic steps from the known chiral cyclic nitrones with high yield and purity and excellent stereoselectivity. The inhibitory activity of all these compounds against various glycosidase enzymes was evaluated. Interestingly, 15 and 19 show better inhibitory activities than radicamine A (20) and B (18) against α-glucosidases. The IC50 values of 15 and 19 are 1.1 and 0.5 μM, respectively. In this study, we also discovered the substituent(s) on the aryl ring could affect the inhibition potency and selectivity against glycosidases.
Total synthesis of lamellarins D, L, and N
Fujikawa, Naotaka,Ohta, Takeshi,Yamaguchi, Tomohiro,Fukuda, Tsutomu,Ishibashi, Fumito,Iwao, Masatomo
, p. 594 - 604 (2007/10/03)
Total synthesis of cytotoxic marine alkaloids, lamellarins D, L, and N, has been achieved by using Hinsberg-type pyrrole synthesis and palladium-catalyzed Suzuki-Miyaura coupling of the 3,4-dihydroxypyrrole bistriflate 6 as the key reactions. The total yields of lamellarins D, L, and N from the common intermediate 6 are 54, 58, and 50%, respectively.
