Glucitol 2-deoxy

D-Glucitol, 1-deoxy-1-(N-methyl-N-(2-hydroxyhexadecyl) amino)-, 2-hydroxypropanoate. See Methyl hydroxy cetyl glucaminium lactate D-Glucitol, 1-deoxy-1- [methyl (2-hydroxyoctadecyl)] amino-. See Hydroxystearyl methylglucamine D-Glucitol, 1,4 3,6-dianhydro-2,5-di-o-methyl. 

Hydroxystearyl methylglucamine Synonyms D-Glucitol, 1-deoxy-1-[methyl (2-hydroxyoctadecyl)] amino-Classification Substituted amino sugar Empirical C25HS1NO6 Formula ... 

Treatment of l,4 3,6-dianhydro-D-glucitol with boron trichloride gives l,6-dichloro-l,6-dideoxy-D-glucitol (20). Although methyl 6-chloro-6-deoxy-a-D-glucopyranoside (isolated as the tribenzoate) could be isolated from the reaction of methyl 3,6-anhydro-a-D-glucopyranoside with boron trichloride (21), the application to the isomeric furanoside derivative led to complex results. 

Amino-sugars and Related Compounds. Part VII. 2-Amino-2-deoxy-1,3,4,5-tetra-O-methyl-D-glucitol, 2-Amino-2-deoxy-L-threitol and Certain Derivatives Thereof, A. B. Foster, D. Horton,... 

Support for this result was obtained from the taste of 1,5-anhydrohexitols, which, only for purposes of comparison, can be regarded as 1-deoxyal-dopyranoses. 1,5-Anhydro-D-glucitol (that is, the incorrectly named 1-deoxy-D-glucopyranose ) (14), 1,5-anhydro-D-mannitol ( 1-deoxy-D-mannopyranose or 2-deoxy-D-fructopyranose ) (15), and 1,5-anhydro-D-galactitol ( l-deoxy-o-galactopyranose ) (16) are all purely sweet, without any trace of bitterness. Furthermore, the complete absence of bitterness of 1,5-anhydromannitol (16) clearly indicates that the anomeric... 

C15H32N309+ Br- -2 H20 1,4-Diamino-l, 4-dideoxy-3-0-(4-deoxy-4-propanamido-a-D-glucopyranosyl)-D-glucitol hydrobromide, dihydrate DPGXHY 38 463... 

Photolysis of three 2,4-dinitroanilino-substituted carbohydrates, compounds that differ considerably from each other in photochemical reactivity, has been reported.150,151 l-Deoxy-l-(2,4-dinitroanilino)-D-glucitol (73) is photochemically unreactive in contrast, sodium 2-deoxy-2-(2,4-dinitroanilino)-D-gluconate (74) produces D-arabinose in 52% yield upon irradiation.150 The behavior of compounds 73 and 74 indicates that oxidative loss of the 2,4-dinitroanilino group during photolysis is only possible when it is accompanied by simultaneous decarboxylation. The evidence gathered from the considerable study of this reaction for noncarbohydrate systems suggested that this process is quite complex. Although useful, mechanistic proposals have... 

When 1,5-anhydro-l-phenyl-D-glucitol (64, R = CH2OH) was stirred in nitric acid, 2,6-anhydro-6-deoxy-6-phenyl-L-gulonic acid (64, R = C02H) was formed in 22% yield.103 On treating 3,4,5-tri-0-acetyl-2,6-... 

Examples of other fluorinated inhibitors, mainly of D-glucosidases, are the 2-deoxy-2-fluoro derivative 106 (Scheme 27) of miglitol (A-hydroxyethy I -1 -deoxynoj i i i my-cin, 107),229 4-deoxy-4,4-difluoroisofagomine (108),230 3-deoxy-3-fluoro-calystegin B2 (109),231 the 1-deoxyfluoro derivative (110) of 2,5-dideoxy-2,5-imino-D-mann-itol,232 as well as the 3-deoxyfluoro analogue (111) of nonnatural l-DMDP (2,5-dideoxy-2,5-imino-L-mannitol)233 and the 3-deoxy-3,3-difluoro derivative (112) of 2,5-dideoxy-2,5-imino-D-glucitol (113).234 All of these are weaker inhibitors than the parent compounds. l,4,6-Trideoxy-6-fluoro-l,4-imino-D-mannitol (114) was prepared by Winchester and coworkers.210... 

Tsai551 has proposed a method for determining the degree of polymerization of oligosaccharides from chitin wherein they are reduced with sodium borohydride, methanolyzed, and the content of 2-acetamido-2-deoxy-D-glucitol determined as the trimethylsilyl ether. 

Griggs and coworkers343 showed that the decomposition554 of the peracetates of aminodeoxyalditols is minimized if the temperature of the injection port is held below 220°. Furthermore, they identified the product formed from peracetylated 2-amino-2-deoxy-D-glucitol... 

An original approach to the analysis of amino sugars has been proposed, based on their reaction with nitrous acid and subsequent reduction of the products with borohydride.564 By this procedure, 2-amino-2-deoxy-D-glucose and 2-amino-2-deoxy-D-galactose are converted into 2,5-anhydrohexitols, whereas 2-amino-2-deoxy-D-mannose yields D-glucitol. This mixture is readily separated after trimethyl-silylation. 

In a different synthesis of 1,5-anhydrohexitols from a compound having a pyranoid ring, Lehmann and Friebolin31 treated 1,5-anhydro-2-deoxy-D-arafemo-hex-l-enitol (D-glucal) (20) with a-toluenethiol in the presence of light, and obtained l,5-anhydro-2-S-benzyl-2-thio-D-mannitol (21) and the epimeric anhydro-D-glucitol in equal amounts. 

Tri-0-acetyl-l,5-anhydro-2-deoxy-D-arabino-hex-l-enitol (tri-O-acetyl-D-glucal) was the starting point for the synthesis of 1,5-anhy-dro-2-chloro-2-deoxy-D-glucitol or -D-mannitol by way of the 1,2-dichloride (22), which was reduced32 by means of lithium aluminum hydride to the 2-chloro-2-deoxy derivative (23). That the chlorine... 

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