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Regioselective deprotection of 1,3-Dibenzyl-5-(N,N-dimethylamino)-6-phenylethyluracil

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Chemical Research in Chinese Universities 2008年第6期24卷 735-738页

作者： LI A-min WANG Xiao-wei ZHANG Zhi-li CHENG Zhi-jian LIU Jun-yi Department of Chemical Biology State Key Laboratory of Natural and Biomimetic Drugs School of Pharmaceutical Sciences Peking University Beijing 100083 P R. China Department of Chemistry College of Jiujiang Jiujiang 33200 P R. China

The deprotection of 1,3-dibenzyl-5-（N,N-dimethylamino）-6-phenyl-ethyluracil I was investigated. A practical, regioselective N3 deprotection of compound I was performed with excellent yield using cyclohexene as a hyd... 详细信息

关键词： 1,3-Dibenzyl-5-(N,N-dimethylamino)-6-phenylethyluracil Benzylprotecting deprotection

Simple and Efficient Method for deprotection of Tetrahydropyranyl Ethers by Using Silica Supported Sodium Hydrogen Sulphate

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Chinese Journal of Chemistry 2012年第5期30卷 1189-1191页

作者： Kumar K. Ravi Satyanarayana P. V. V. Reddy B. Srinivasa RA Chem Pharma Limited Research and Development Division Prasanth Nagar Hyderabad 500072 AP India Department of Chemistry Aeharya Nagarjuna University Nagarjuna Nagar Guntur 522510 AP India

Tetrahydropyranyl （THP） ethers have been efficiently and simply deprotected by using Silica supported sodium hydrogen sulphate （NaHSO4-SiO2） in methanol at room temperature to regenerate the parent alcohols in hig... 详细信息

关键词： THP ethers deprotection NaHSO4-SiO2 methanol reusable catalyst

An Efficient and Chemoselective deprotection of tert-Butyldimethyl-silyl Protected Alcohols Using SnCl_2·2H_2O as Catalyst

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Chinese Chemical Letters 2004年第12期15卷 1430-1432页

作者： Jun HUA Zhi Yong JIANG Yan Guang WANG Department of Chemistry, Zhejiang University, Hangzhou 310027 Department of Chemistry Zhejiang University Hangzhou 310027 China

An efficient and selective method for the deprotection of primary alcoholic tert-butyl-dimethylsilyl (TBS) ethers using SnCl_2·2H_2O as catalyst is described. The reaction conditionsallow primary alcoholic TBS ethers to be desilylated chemoselectively in the presence of phenolicTBS ethers, secondary and tertiary alcolholic TBS ethers, and the extensively used TBDPS-,acetyl-, benzyloxycarbonyl-, p-toluenesulfonyl- and benzyl protective groups.

关键词： tert-Butyldimethylsilyl (TBS) ethers deprotection tin dichloride

Efficient and green tetrahydropyranylation and deprotection of alcohols and phenols by using activated carbon supported sulfuric acid

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Chinese Chemical Letters 2008年第8期19卷 893-896页

作者： Jin Hui Yang Xuan Zhang Wan Yi Liu Key Laboratory of Energy Sources ＆ Engineering Ningxia University Yinchuan 750021 China School of Chemistry and Chemical Engineering Ningxia University Yinchuan 750021 China

A simple, green and efficient method for the DHP protection of various alcohols and phenols and the subsequent removal of the corresponding protective group in the presence of a catalytic amount of the activated carbo... 详细信息

关键词： Tetrahydropyranylation deprotection THP ethers Activated carbon

deprotection of Acetyl Group on Amino Group with Thionyl Chloride and Pyridine

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Agricultural Science & Technology 2012年第1期 1-3+28页

作者： Yuqing CAO,Dingxiang DU,Xiaojun YANG,Xiangtao XU,Fangrui SONG,Liya XUCollege of Pharmacy,Hebei University,Baoding 071002,China

[Objective] This study aimed to analyze the deprotection of acetyl group on amino group.[Method] A simple,convenient one-pot amino protection group of amide removed by thionyl chloride and pyridine via efficient chlorination and hydrolysis with 1,2-dichloroethane as solvent at ambient temperature has been developed.[Result] Pyridine is crucial to the reaction;the best solvent is 1,2-dichloroethane,and the most suitable reaction temperature is the ambient temperature;in addition,the yield is the highest as the molar ratio of pyridine to N-(4-bromophenyl) acetamide is 1:1.[Conclusion] The significant features of this protocol include short reaction time,cleaner reaction profiles,under mild reaction conditions and easy purification,and simple workup that precludes the use of toxic solvents.

关键词： deprotection Thionyl chloride Pyridine Amides Acetyl group

A novel route for the synthesis of androgen receptor antagonist enzalutamide

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Chinese Chemical Letters 2023年第6期34卷 449-453页

作者： Xiangguo Meng Siju Bi Shixin Jin Kai Wu Shanchao Wu Lei Shao Pierre-Antoine Bonnet Chunquan Sheng College of Pharmacy Shanghai University of Medicine and Health SciencesShanghai 201318China Department of Medicinal Chemistry School of PharmacySecond Military Medical UniversityShanghai 200433China State Key Lab of Anti-Infectives Shanghai Institute of Pharmaceutical IndustryChina State Institute of Pharmaceutical IndustryShanghai 201203China IBMM Faculty of PharmacyMontpellier UniversityCNRSENSCM34093 Montpellier Cedex 5France

A novel route of enzalutamide was developed in five *** from 4-amino-2-(trifluoromethyl)benzonitrile(7)and Boc-2-aminoisobutyric acid(16),condensation,deprotection,Ullmann coupling,cyclization and amination provided enzalutamide in 41.0%total *** route avoids the using of toxic chemical,unstable intermediate and high-risk *** is a potential efficient and economical procedure for industrialization.

关键词： Enzalutamide Condensation deprotection Ullmann coupling Cyclization Amination

A Mild and Efficient Method for the Synthesis of Acylals from Aromatic Aldehydes and Their deprotections Catalyzed by Synthetic Phosphates under Solvent-Free Conditions

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Green and Sustainable Chemistry 2018年第4期8卷 334-344页

作者： Fathallaah Bazi Bahija Mounir Mohammed Hamza Said Sebti Laboratoire de Chimie Analytique et physicochimie des Matériaux Université Hassan II Faculté des Sciences Ben M’Sik Casablanca Morocco Laboratoire Matériaux Substances Naturelles Environnement & Modélisation (LMSNEM) Université Sidi Mohamed Ben Abdellah Fes Faculté Polydisciplinaire Taza Morocco Laboratoire de Chimie Physique Catalyse et Environnement Université Hassan II Faculté des Sciences Ben M’Sik Casablanca Morocco

An efficient and clean preparation of acylals from aromatic aldehydes in the presence of synthetic phosphates (flourapatite and hydroxyapatite doped with ZnCl2 and ZnBr2) and acetic anhydride was achieved easily in high yields (86% - 97%) at room temperature under solvent-free conditions. deprotection of the resulting acylals has also been attained by using the same catalysts under microwave irradiation. This method consistently has advantage of excellent yields (82% - 96%) and a short reaction time (3 - 4 min).

关键词： Synthetic Phosphates Clean Process Acylals Protection deprotection

The Application of Allyl as a Protecting Group in the Preparation Of Dinucleoside Carbonate

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Chinese Chemical Letters 1998年第9期9卷 791-793页

作者： Ying ZHOU Liang Ren ZHANG Li He ZHANG (National Laboratory of Natural and Biomimetic Drugs, Beijing Medical University,Beijing 100083) Natl. Lab. of Nat./Biomimetic Drugs Beijing Medical University Beijing 100083 China

Reaction of 5'-O-p-methoxytritylthymidine with 1,1'-carbonyl-diimidazole gave the 3'-O-carbonylimidazolide, which was condensed in high yield with 3'-O-protected thymidine to give a dinucleoside carbonate. In the synthesis of dinucleoside carbonate, allyl can be used as a good protecting group for 3'-hydroxyl of thymidine. The condition of deprotection will not affect the carbonate bridges.

关键词： allyl PdCl2 deprotection dinucleoside carbonate synthesis

An Efficient Cleavage of 1,3-Dioxolane Using ZnCl_2/THF/H_2O

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Chinese Chemical Letters 2000年第2期11卷 95-96页

作者： Li Gong OU Dong Lu BAI (Shanghai Institute of Materia Medica, the Chinese Academy of sciences 294 Taiyuan Road, Shanghai, 200031) Shanghai Institute of Materia Medica Chinese Academy of Sciences 294 Taiyuan Road Shanghai 200031 China

A new. mild and efficient method for the cleavage of 1,3-dioxolane is reported.

关键词： 1,3-Dioxolane ketal deprotection