- A new protecting group and linker for uridine ureido nitrogen
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(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.
- Wang, Yong,Kurosu, Michio
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scheme or table
p. 4797 - 4804
(2012/08/08)
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- New chiral derivatizing agents: Convenient determination of absolute configurations of free amino acids By 1H NMR
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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.
- Kurosu, Michio,Li, Kai
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supporting information; experimental part
p. 911 - 914
(2009/08/07)
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- Acid and base stable diphenylmethanol derivatives and methods of use
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The invention provides compounds that are useful as linkers for solid phase synthesis and as protecting groups, and methods for producing and using the same.
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Page/Page column 6; 15-16; 18-19
(2008/12/08)
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- Acid- and base-stable esters: A new protecting group for carboxylic acids
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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.
- Kurosu, Michio,Biswas, Kallolmay,Narayanasamy, Prabagaran,Crick, Dean C.
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p. 2513 - 2516
(2008/02/13)
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- High-throughput synthesis of substituted hydrazine derivatives
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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
- Kurosu, Michio,Narayanasamy, Prabagaran,Crick, Dean C.
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scheme or table
p. 169 - 175
(2009/09/08)
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- Polymer-supported (2,6-dichloro-4-alkoxyphenyl)(2,4-dichlorophenyl) methanol: A new linker for solid-phase organic synthesis
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(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.
- Kurosu, Michio,Biswas, Kallolmay,Crick, Dean C.
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p. 1141 - 1144
(2007/10/03)
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