1660-04-4Relevant articles and documents
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Huang et al.
, p. 2647 (1974)
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Preparation of 2-(3-hydroxy-1-adamantyl)-2-oxoacetic acid: A key intermediate for saxagliptin
Li, Jingke,Zhang, Shurong,Zhou, Hongrui,Peng, Jun,Feng, Yue,Hu, Xiangnan
, p. 347 - 350 (2012)
An optimized synthetic approach to prepare 2-(3-hydroxy-1-adamantyl)-2- oxoacetic acid has been reported in a good yield under mild experimental conditions. It was synthesized from 1-adamantanecarboxylic acid via successful reaction with thionyl chloride and sodium diethyl malonate to give dimethyl (1-adamantylcarbonyl) malonate, which was subjected to hydrolysis and decarboxylation by a mixture of acetic acid with water and sulfuric acid and then oxidation by potassium permanganate. The synthesized adamantane derivative was utilized to saxagliptin.
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Kell,McQuillin
, p. 599 (1970)
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Synthesis of 1-acetyladamantane by reaction of 1-bromoadamantane with vinyl acetate and ethylidene diacetate catalyzed by Mn2(CO)10
Khusnutdinov,Shchadneva,Mukhametshina
, p. 820 - 822 (2010)
A procedure has been developed for the synthesis of 1-acetyladamantane in 95% yield by reaction of 1-bromoadamantane with vinyl acetate or ethylidene diacetate in the presence of manganese complexes.
The Mn(acac)3-RCN-CCl4 system as a new efficient reagent for the oxidation of secondary alcohols into ketones
Khusnutdinov,Schadneva,Baiguzina,Dzhemilev
, p. 1065 - 1067 (2002)
The Mn(acac)3-RCN-CCl4 system was found to be efficient for the oxidation of secondary alcohols into the corresponding ketones in 80-93% yields. The oxidation proceeds through the formation of alkyl hypochlorites, which are generated from CCl4 and the alcohols in the presence of the Mn(acac)3-RCN catalytic system (R = Me, Et, and Ph).
Vinylation and acylation of adamantane by vinyl acetate through the action of rhodium complexes
Khusnutdinov,Shchadneva,Dzhemilev
, p. 2527 - 2527 (1992)
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Visible light photoredox catalyzed deprotection of 1,3-oxathiolanes
Yang, Mingyang,Xing, Zhimin,Fang, Bowen,Xie, Xingang,She, Xuegong
supporting information, p. 288 - 291 (2020/01/13)
An efficient visible light photoredox catalyzed aerobic deprotection of 1,3-oxathiolanes using organic dye Eosin Y as a photocatalyst is disclosed. The deprotection procedure features the use of a metal-free catalyst, mild conditions, a broad range of substrate scope, and good functional group tolerance. 35 examples were tested under the standard conditions and most of them afforded the deprotected products in modest to high yields.
Synthesizing method of rimantadine hydrochloride
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, (2019/02/21)
The invention discloses a synthesizing method of rimantadine hydrochloride. The synthesizing method comprises the following steps of preparing of 1-bromoadamantane, preparing of adamantane carboxylicacid, preparing of adamantanecarbonyl chloride, preparing of adamantyl methyl ketone, preparing of 1-amantadine methyl ketone oxime, preparing of rimantadine hydrochloride, and preparing of a rimantadine hydrochloride preparation; in the preparing process of adamantyl methyl ketone: adding trimethylaluminum and cerium formate into a flask, then dripping a benzene solution of adamantanecarbonyl chloride, and enabling the adamantanecarbonyl chloride and the trimethylaluminum to react and generate adamantyl methyl ketone; after reaction is finished, pouring a reaction solution into ice water, filtering and drying, so as to obtain a light yellow precipitate, namely the adamantyl methyl ketone. The synthesizing method has the beneficial effects that the conditions are mild, and the technology is simple and feasible; the usage amount of catalyst is small, the environment-friendly effect is realized, and the yield of product is high.
