146916-74-7Relevant academic research and scientific papers
P-Methylbenzyl Group: Oxidative Removal and Orthogonal Alcohol Deprotection
Ikeuchi, Kazutada,Murasawa, Kentaro,Ohara, Kenya,Yamada, Hidetoshi
supporting information, p. 6638 - 6642 (2019/09/30)
We describe the practical removal of p-methylbenzyl (MBn) protections of alcohols by treatment with 2,3-dichloro-5,6-dicyano-p-benzoquinone. When a molecule bears benzyl and MBn groups, the oxidant selectively removes the latter groups. Further, the MBn groups tolerate ceric ammonium nitrate, resulting in chemoselective removal of the p-methoxybenzyl group in the presence of the MBn groups. These orthogonal alcohol deprotections would provide novel synthetic strategies of organic compounds.
Stereoselective Synthesis of the C(1)?–?C(28) Fragment of Amphidinol 3
Yadav, Jhillu S.,Gopalarao, Yerragorla,Chandrakanth, Dandekar,Reddy, Basi V. Subba
, p. 436 - 446 (2016/07/06)
A stereoselective synthesis of the polyol side chain (C(1)?–?C(28)) of amphidinol 3 has been accomplished following Sharpless epoxidation, Crimmins aldol reaction, Jacobsen kinetic resolution, Sharpless asymmetric dihydroxylation, and our own reaction for
Method for synthesizing Entecavir
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Paragraph 0065; 0066, (2016/10/17)
The invention discloses a method for synthesizing Entecavir and belongs to the technical field of medicine synthesis methods. According to the method, Entecavir is synthesized through taking 1,3-propanediol as a starting raw material, carrying out oxidation so as to form an aldehyde, then, producing an unsaturated ester, and then, carrying out reactions such as reduction, asymmetric epoxidation, ring opening, silane protecting group removing, hydroxyl protection, deprotection, oxidation, ring closing, oxidation, reduction, condensation and deprotection. According to the method, the used raw material is cheap and readily available, and the reaction conditions are mild and are easy in control, so that the industrial production is facilitated.
Synthesis of Entecavir (BMS-200475)
Zhou, Bing,Li, Yuanchao
, p. 502 - 504 (2012/02/02)
A synthesis of Entecavir (BMS-200475) was achieved starting from 1,3-propanediol in 15 steps and 23.4% overall yield. A unique feature of the synthetic route is that the five-membered carbocyclic core is installed by an intramolecular nitrile oxide cycloaddition (INOC) reaction and the guanine moiety is introduced by a Mitsunobu reaction. The route is characteristic of low cost, high yield and easy operation.
An efficient stereoselective synthesis of penaresidin A from (E)-2-protected amino-3,4-unsaturated sulfoxide
Raghavan, Sadagopan,Krishnaiah
supporting information; experimental part, p. 748 - 761 (2010/04/30)
(Chemical Equation Presented) An efficient, modular, asymmetric synthesis of penaresidin A is disclosed. A β-protected amino-γ, δ-unsaturated sulfoxide was prepared by stereoselective addition of the lithio anion of (R)-methyl p-tolyl sulfoxide to an unsa
