934562-65-9Relevant academic research and scientific papers
A new protecting group and linker for uridine ureido nitrogen
Wang, Yong,Kurosu, Michio
scheme or table, p. 4797 - 4804 (2012/08/08)
(2,6-Dichloro-4-methoxyphenyl)(2,4,6-trichlorophenyl) methoxymethyl chloride [1, monomethoxydiph-enylmethoxylmethyl chloroide (MDPM-Cl)] shows a significant relative stability and 1 reacts with uridine ureido nitrogen in the presence of DBU to form the corresponding protected uridine 8 in 95% yield. The MDPM-protected uridines are stable to a wide variety of conditions utilized for the synthesis of analogs of capuramycin and muraymycins. Significantly, the MDPM protecting group can conveniently be deprotected by using 30% TFA in CH 2Cl2. In addition, polymer-bound MDPM-Cl 23 is useful for immobilization of uridine derivatives.
New chiral derivatizing agents: Convenient determination of absolute configurations of free amino acids By 1H NMR
Kurosu, Michio,Li, Kai
supporting information; experimental part, p. 911 - 914 (2009/08/07)
The chiral carbonate reagents 5 allow for the direct and unambiguous determination of the absolute configurations of a wide range of free amino acids using 1H NMR. By using a ~3:1 mixture of (S)-5 and (R)-5, absolute configurations of the corresponding carbamates are determined by only analyzing the nitrogen protons.
Synthetic studies towards the identification of novel capuramycin analogs with mycobactericidal activity
Kurosu, Michio,Li, Kai
body text, p. 217 - 225 (2009/09/06)
Expeditious syntheses of capuramycin, an effective MraY inhibitor in vivo, analogs are described. Synthetic schemes reported here are extremely useful for the generation of capuramycin analogs to identify minimum structure requirement to exhibit antimycobactericidal activity.
(2,6-Dichloro-4-alkoxyphenyl)-(2,4-dichlorophenyl)methyl trichloroacetimidates: Protection of alcohols and carboxylic acids in solution or on polymer support
Kurosu, Michio,Li, Kai
scheme or table, p. 3633 - 3641 (2010/03/05)
(2,6-Dichloro-4-methoxyphenyl)-(2,4-dichlorophenyl)-methyl trichloroacetimidate can be efficiently activated by TMSOTf (10-100 mol%) to react with alcohols and carboxylic acids. Under these conditions a wide variety of alcohols can be transformed into the corresponding ethers in excellent yields with a slight excess of the trichloroacetimidate. The resulting ethers are not susceptible to typical deprotection conditions for benzyl and 4-methoxybenzyl ether groups, however, they can be conveniently deprotected by treatment with 30-50% trifluoroacetic acid in dichloromethane. Polymer-bound (2,6-dichloro-4-alkoxyphenyl)-(2,4-dichlorophenyl)methyl trichloroacetimidate is useful for immobilization of alcohols and carboxylic acids.
Polymer-supported (2,6-dichloro-4-alkoxyphenyl)(2,4-dichlorophenyl) methanol: A new linker for solid-phase organic synthesis
Kurosu, Michio,Biswas, Kallolmay,Crick, Dean C.
, p. 1141 - 1144 (2007/10/03)
(Chemical Equation Presented) An acid and base stable hydroxytetrachlorodiphenylmethyl (HTPM) linker is developed for polymer-supported organic synthesis. The linkers reported here are utilized for loading carboxylic acids, amines, alcohols, and phenols, and are stable to Bronsted and Lewis acids, Bronsted bases, and a wide variety of nucleophiles. However, the HTPM linkers can conveniently be cleaved by the solvolytic displacement reactions with 20% TFA.
Acid- and base-stable esters: A new protecting group for carboxylic acids
Kurosu, Michio,Biswas, Kallolmay,Narayanasamy, Prabagaran,Crick, Dean C.
, p. 2513 - 2516 (2008/02/13)
An acid- and base-stable protecting group for carboxylic acids is described. The esters of (2,6-dichloro-4-methoxyphenyl)(2,4-dichlorophenyl) methanol are stable to Bransted and Lewis acids, Bronsted bases, and a wide variety of nucleophiles; however, the esters can be conveniently deprotected by a solvolytic displacement reaction with 20% trifluoroacetic acid. Georg Thieme Verlag Stuttgart.
High-throughput synthesis of substituted hydrazine derivatives
Kurosu, Michio,Narayanasamy, Prabagaran,Crick, Dean C.
scheme or table, p. 169 - 175 (2009/09/08)
Regioselective alkylations of the hydrazine derivatives are achieved by using the (2,6-dichloro-4-methoxyphenyl)(2,4-dichlorophenyl)methoxycarboxyl resin. High-throughput synthesis of monosubstituted and 1,1-disubstituted hydrazine building blocks is desc
