103202-59-1Relevant academic research and scientific papers
N,N-diarylammonium pyrosulfate as a highly effective reverse micelle-type catalyst for hydrolysis of esters
Koshikari, Yoshiki,Sakakura, Akira,Ishihara, Kazuaki
, p. 3194 - 3197 (2012)
Reverse micelle-type N,N-diarylammonium pyrosulfate (3-5 mol %) efficiently catalyzes the hydrolysis of esters (up to 100 mmol scale) under organic solvent-free conditions. The present method is successfully applied to the hydrolysis of various esters without the decomposition of the base-sensitive moieties and without any loss of optical purity for α-heterosubstituted carboxylic acids.
Efficient chemoselective deprotection of silyl ethers using catalytic 1-chloroethyl chloroformate in methanol
Yeom, Chang-Eun,Kim, Young Jong,Lee, So Young,Shin, Yong Je,Kim, B. Moon
, p. 12227 - 12237 (2007/10/03)
Fast and chemoselective desilylation of silyl-protected alcohols was achieved using a catalytic amount of 1-chloroethyl chloroformate in methanol. With a minimal amount of 1-chloroethyl chloroformate as the source for anhydrous HCl, extremely efficient cleavage of silyl ethers of primary and secondary alcohols was accomplished, and chemoselective deprotection of one silyl ether in the presence of another silyl or other acid-labile group was possible through controlling the amount of the chloroformate and reaction time.
The trimethylsilyl xylyl (TIX) ether: A useful protecting group for alcohols
Reddy, Ch. Raji,Chittiboyina, Amar G.,Kache, Rajashaker,Jung, Jae-Chul,Watkins, E. Blake,Avery, Mitchell A.
, p. 1289 - 1295 (2007/10/03)
A new protecting group for alcohols, the p-trimethylsilyl xylyl (TIX) group has been developed. The TIX group is used to protect various alcohols under acidic as well as basic conditions. The protected ethers thus formed had noteworthy chemoselectivity upon deprotection in the presence of other benzyl ethers and commonly used protecting groups. The stability of the TIX group towards various reagents has also been examined.
A simple and highly efficient deprotecting method for methoxymethyl and methoxyethoxymethyl ethers and methoxyethoxymethyl esters
Shih-Yuan Lee, Adam,Hu, Yi-Jung,Chu, Shu-Fang
, p. 2121 - 2126 (2007/10/03)
A series of methoxyethoxymethyl (MEM)- and methoxymethyl (MOM)-ethers and MEM-esters were hydrolyzed to their corresponding alcohols and carboxylic acids by a catalytic amount of CBr4 (10%) in iPrOH under refluxing reaction condition. The chemoselective hydrolysis between R3Si- and MEM-protected alcohols can be achieved by using different steric bulkness solvents such as MeOH or iPrOH.
