- Convenient divergent synthesis of a library of trehalosamine analogues
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(matrix presented) A library of seven trehalosamine analogues with various natural and non-natural binding motifs was synthesized through an expedient divergent synthetic approach. The final products were prepared in sufficient quantities and purities for
- Hui, Yu,Chang, Cheng-Wei Tom
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p. 2245 - 2248
(2007/10/03)
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- Synthesis of mirror coryno cord factors
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A protected bis-heptosiduronic acid, (2,3,4-tri-O-benzyl-6-deoxy-α-D-gluco-heptopyranosyluronic acid) 2,3,4-tri-O-benzyl-6-deoxy-α-D-gluco-heptopyranosiduronic acid, was synthesized by the iron carbonyl method of chain elongation, starting from 2,3,4,2',3',4'-hexa-O-benzyl-6,6'-di-O-tosyl-α,α-trehalose.Its dimethyl ester was also prepared by acid-catalyzed methanolysis of its diamide, previously obtained by another route.Mitsunobu esterification of the diacid with (racemic) (2RS,3SR)- and (2RS,3RS)-3-O-benzylcorynomycolyl alcohols, obtained by reduction of synthetic, 3-O-benzylated methyl C32-corynomycolates with lithium aluminum hydride, furnished the corresponding diesters in high yields.Hydrogenolytic debenzylation of the products led to "mirror" coryno cord factors.
- Baer, Hans H.,Shen, Yaping,Wu, Xinfu
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p. 117 - 130
(2007/10/02)
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- Chemical synthesis and biological activities of 6,6'-di-O-mycoloyl-beta,beta- and -alpha,beta-trehalose.
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6,6'Di-O-mycoloyl-beta,beta-trehalose (beta,beta-TDM) and 6,6'-di-O-mycoloyl-alpha,beta-trehalose (alpha,beta-TDM) were synthesized and their toxicity and ability to activate peritoneal macrophages in situ were examined in mice, in comparison with 6,6'-di
- Azuma,Sakurai,Ishida,Kitajima,Yamazaki
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