Stereoselective synthesis of benzyl-protected β-galactosides by propionitrile-mediated glycosylation

Tetrahedron

Volumn 64, Issue 11, 2008, Pages 2611-2618

  Ueki, Akiharu ^a   Hirota, Masafumi ^a   Kobayashi, Yuta ^a   Komatsu, Keiko ^a   Takano, Yutaka ^a   Iwaoka, Michio ^a   Nakahara, Yuko ^a   Hojo, Hironobu ^a   Nakahara, Yoshiaki ^a  

^a TOKAI UNIVERSITY   (Japan)

Author keywords

Glycopeptide; Propionitrile assisted glycosylation; Stereoselective synthesis of galactoside; Thioglycoside

Indexed keywords

2 O BENZYL PHENYL 1 THIO GALACTOSIDASE; 2,3,4,6 TETRA O BENZYL BETA DEXTRO GALACTOPYRANOSYL (1-4) 3,6 DI O BENZYL 2 DEOXY 2 TRICHLOROACETAMIDO ALPHA DEXTRO GLUCOPYRANOSYL FLUORIDE; 2,6 DI O BENZYL 3,4 DI O (4 METHOXYPHENYL)METHYL BETA DEXTRO GALACTOPYRANOSYL (1-4) 3,6 DI O BENZYL 2 DEOXY 2 TRICHLOROACETAMIDO ALPHA DEXTRO GLUCOPYRANOSYL FLUORIDE; 3,6 DI O BENZYL 2 DEOXY 2 TRICHLOROACETAMIDO ALPHA DEXTRO GLUCOPYRANOSYL FLUORIDE; 4 METHOXYPHENYL 2,3,4,6 TETRA O BENZYL BETA DEXTRO GALACTOPYRANOSYL (1-4) 3,6 DI O BENZYL 2 DEOXY 2 PHTHALIMIDO BETA DEXTRO GLUCOPYRANOSIDE; BETA GALACTOSIDASE; GLYCOPYRANOSIDE; N (9 FLUORENYLMETHOXYCARBONYL) O [2,3,4,6 TETRA O BENZYL ALPHA DEXTRO GALACTOPYRANOSYL (1-3) 2 AZIDO 4,6 O BENZYLIDENE 2 DEOXY ALPHA DEXTRO ALPHA DEXTRO GALACTOPYRANOSYL] SERINE ALLYL ESTER; N (9 FLUORENYLMETHOXYCARBONYL) O [2,3,4,6 TETRA O BENZYL BETA DEXTRO GALACTOPYRANOSYL (1-3) 2 AZIDO 4,6 O BENZYLIDENE 2 DEOXY ALPHA DEXTRO GALACTOPYRANOSYL] SERINE ALLYL ESTER; N (9 FLUORENYLMETHOXYCARBONYL) O [2,6 DI O BENZYL 3,4 DI O (4 METHOXYPHENYL)METHYL BETA DEXTRO GALACTOPYRANOSYL (1-3) 2 AZIDO 4,6 O BENZYLIDENE 2 DEOXY ALPHA DEXTRO GALACTOPYRANOSYL] SERINE ALLYL ESTER; N (9 FLUORENYLMETHOXYCARBONYL) O[2,6 DI O BENZYL 3,4 DI O (4 METHOXYPHENYL)METHYL ALPHA DEXTRO GALACTOPYRANOSYL (1-3) 2 AZIDO 4,6 O BENZYLIDENE 2 DEOXY ALPHA DEXTRO GALACTOPYRANOSYL] SERINE ALLYL ESTER; PHENYL 2,3 DI O BENZYL 4,6 O BENZYLIDENE 1 THIO BETA DEXTRO GALACTOPYRANOSIDE; PHENYL 2,6 DI O BENZYL 3,4 DI O (4 METHOXYPHENYL)METHYL 1 THIO BETA DEXTRO GALACTOPYRANOSIDE; PHENYL 2,6 DI O BENZYL 3,4 O ISOPROPYLIDENE 1 THIO BETA DEXTRO GALACTOPYRANOSIDE; PHENYL 3 O ALLYL 2,4,6 TRI O BENZYL 1 THIO BETA DEXTRO GALACTOPYRANOSIDE; PROPIONITRILE; TERT BUTYLDIPHENYLSILYL 2,3 DI O BENZYL 4,6 O BENZYLIDENE BETA DEXTRO GALACTOPYRANOSYL (1-4) 2 AZIDO 3,6 DI O BENZYL 2 DEOXY BETA DEXTRO GLUCOPYRANOSIDE; TERT BUTYLDIPHENYLSILYL 2,3,4,6 TETRA O BENZYL BETA DEXTRO GALACTOPYRANOSYL (1-4) 2 AZIDO 3,6 DI O BENZYL 2 DEOXY BETA DEXTRO GLUCOPYRANOSIDE; TERT BUTYLDIPHENYLSILYL 2,6 DI O BENZYL 3,4 DI O (4 METHOXYPHENYL)METHYL BETA DEXTRO GALACTOPYRANOSYL (1-4) 2 AZIDO 3,6 DI O BENZYL 2 DEOXY BETA DEXTRO GLUCOPYRANOSIDE; TERT BUTYLDIPHENYLSILYL 2,6 DI O BENZYL 3,4 O ISOPROPYLIDENE BETA DEXTRO GALACTOPYRANOSYL (1-4) 2 AZIDO 3,6 DI O BENZYL 2 DEOXY BETA DEXTRO GLUCOPYRANOSIDE; TERT BUTYLDIPHENYLSILYL 3 O ALLYL 2,4,6 TRI O BENZYL BETA DEXTRO GALACTOPYRANOSYL (1-4) 2 AZIDO 3,6 DI O BENZYL 2 DEOXY BETA DEXTRO GLUCOPYRANOSIDE; TERT BUTYLDIPHENYLSILYL 3,6 DI O BENZYL 2 DEOXY 2 TRICHLOROACETAMIDO 4 O TRICHLOROACETYL BETA DEXTRO GLUCOPYRANOSIDE; TERT BUTYLDIPHENYLSILYL 3,6 DI O BENZYL 2 DEOXY 2 TRICHLOROACETAMIDO BETA DEXTRO GLUCOPYRANOSIDE; TERT BUTYLPHENYLSILYL 3 O ALLYL 2,4,6 TRI O BENZYL BETA DEXTROGALACTOPYRANOSYL (1-4) 3,6 DI O BENZYL 2 DEOXY 2 TRICHLOROACETAMIDO BETA DEXTRO GLUCOPYRANOSIDE; THIOGLYCOSIDE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; GLYCOSYLATION; PRIORITY JOURNAL; STEREOCHEMISTRY; SYNTHESIS;

EID: 38749111062     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2008.01.029     Document Type: Article

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