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Mannose synthesis

Synthesis from o-mannose Synthesis of (-)-swainsonine (1) has been also ac-comphshed by utihzing D-mannose as a starting material (Scheme 4).2i8-220 p-Mannose was converted into 42 in 81% overall yield. Double inversion of configuration at C-4 of 42... [Pg.322]

Guanosine diphosphate Mannose Synthesis of L-fucose, D-rhamnose and 6-deoxy hexoses... [Pg.461]

Interestingly, phenotypes of type Ib and Ic are reported to be milder than type la CDGS [14], Especially, the phenotype of PMI mutation (type Ib) does not show neurological symptoms. Because PMI mutation in CDGS type Ib does not inhibit dolichol-phospho-mannose synthesis from mannose, oral administration of mannose has been shown to be effective in type Ib [15]. [Pg.2053]

The reaction is used for the chain extension of aldoses in the synthesis of new or unusual sugars In this case the starting material l arabinose is an abundant natural product and possesses the correct configurations at its three chirality centers for elaboration to the relatively rare l enantiomers of glucose and mannose After cyanohydrin formation the cyano groups are converted to aldehyde functions by hydrogenation m aqueous solution Under these conditions —C=N is reduced to —CH=NH and hydrolyzes rapidly to —CH=0 Use of a poisoned palladium on barium sulfate catalyst prevents further reduction to the alditols... [Pg.1056]

Goldinonolactone and the tetrahydrofuran moiety of goldinamine were also synthesized from L- and D-mannose, respectively (63). The synthesis of efrotomycin has also been effected (62). [Pg.527]

Amphomycin inhibits bacterial ceU wall synthesis at the translocase step by binding to the large isoprenoid Hpid called undecaprenylphosphate (173,174). In eukaryotes, in a similar manner, amphomycin binds to the large isoprenoid Hpid called doHcholphosphate thus blocking the transfer of mannose from its uridinediphosphate derivative to this Hpid (173—177). Amphomycin has been patented for use as a feed additive (178). [Pg.155]

Fischer s original method for conversion of the nitrile into an aldehyde involved hydrolysis to a carboxylic acid, ring closure to a cyclic ester (lactone), and subsequent reduction. A modern improvement is to reduce the nitrile over a palladium catalyst, yielding an imine intermediate that is hydrolyzed to an aldehyde. Note that the cyanohydrin is formed as a mixture of stereoisomers at the new chirality center, so two new aldoses, differing only in their stereochemistry at C2, Tesult from Kiliani-Fischer synthesis. Chain extension of D-arabinose, for example, yields a mixture of D-glucose and o-mannose. [Pg.994]

Maltose, l- 4- -link in, 998 molecular model of, 998 mutarotation of, 998 structure of, 998 Manicone, synthesis of. 805 Mannich reaction. 915 Mannose, biosynthesis of, 1011 chair conformation of, 126 configuration of, 982 molecular model of, 126 Margarine, manufacture of, 1063 Markovnikov. Vladimir Vassilyevich. 192... [Pg.1304]

Nucleophilic Displacement Reactions in Carbohydrates. Part XI. Reaction of Methyl 6-Deoxy-2,3-O-isopropylidene-4-O-methyl-sulphonyl-a-L-talopyranoside with Sodium Azide A Synthesis of L-Perosamine (4-Amino-4,6-dideoxy-L-mannose) Derivatives, J. S. Brimacombe, O. A. Ching, and M. Stacey, J. Chem. Soc. C, (1969) 1270-1274. [Pg.39]

Deoxy-3-fluoro-D-glucose (25%) and -mannose (40%) were prepared from 2-deoxy-2-fluoro-D-arabinose by a chain-extension reaction (cyanohydrin synthesis). Likewise, 4-deoxy-4-fluoro-D-glucose ° (27%) and -mannose (45%) were prepared from 3-deoxy-3-fluoro-D-arabinose. ... [Pg.183]

Deoxy-2-[ F]fluoro-D-mannose ( F-2DFM) was prepared through treatment of 201 (see Section 11,2) with F-Bu4NF(MeCN, 75°, 30 min) or K F crown ether, as reported for the cold synthesis. F-2DFM was also prepared from methyl 4,6-di-0-acetyl-3-C>-benzoyl-2-C>-triflyl-a-D-glu-copyranoside with amino(polyether)-supported, carrier-free [ F]fluoride. [Pg.198]

Fig. 8. Different products with sucrose analogues as substrates.115 Enzymatic synthesis of 1-kestose, 1-nystose, and their analogues by /(-fructofuranosidase of A. niger. Structures of fructo-oligosaccharides (A) commercial products, (B) mannose- (C) galactose-, and (D) xylose-substituted analogues. Fig. 8. Different products with sucrose analogues as substrates.115 Enzymatic synthesis of 1-kestose, 1-nystose, and their analogues by /(-fructofuranosidase of A. niger. Structures of fructo-oligosaccharides (A) commercial products, (B) mannose- (C) galactose-, and (D) xylose-substituted analogues.

See other pages where Mannose synthesis is mentioned: [Pg.15]    [Pg.441]    [Pg.15]    [Pg.441]    [Pg.296]    [Pg.49]    [Pg.127]    [Pg.17]    [Pg.136]    [Pg.311]    [Pg.313]    [Pg.755]    [Pg.761]    [Pg.762]    [Pg.219]    [Pg.367]    [Pg.39]    [Pg.204]    [Pg.191]    [Pg.144]    [Pg.177]    [Pg.190]    [Pg.415]    [Pg.84]    [Pg.12]    [Pg.12]    [Pg.13]    [Pg.115]    [Pg.116]    [Pg.118]    [Pg.167]    [Pg.178]    [Pg.198]   
See also in sourсe #XX -- [ Pg.1051 ]

See also in sourсe #XX -- [ Pg.2 , Pg.40 , Pg.48 , Pg.128 , Pg.192 , Pg.193 , Pg.198 ]




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D-Mannose, 2,3,4,6-tetra-O-benzylglycoside synthesis

Synthesis from D-mannose

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