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PubMed:3690568 JSONTXT

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sentences

Id Subject Object Predicate Lexical cue
TextSentencer_T1 0-162 Sentence denotes Alternative syntheses and related n.m.r. studies of precursors for internal beta-D-galactopyranosyl residues in oligosaccharides, allowing chain extension at O-4.
TextSentencer_T2 163-436 Sentence denotes Crystalline 2,3,6-tri-O-benzoyl-4-O-(bromoacetyl)-alpha-D-galactopyranosyl chloride (5) was prepared from methyl 2,3,6-tri-O-benzoyl-4-O-(bromoacetyl)-alpha- or -beta-D-galactopyranoside by cleavage with dichloromethyl methyl ether (DCMME) in the presence of zinc chloride.
TextSentencer_T3 437-697 Sentence denotes Silver trifluoromethanesulfonate (triflate) condensation of 5 with methyl 2,3,6-tri-O-benzoyl-beta-D-galactopyranoside gave the corresponding beta-linked disaccharide, which was O-de(bromoacetyl)ated and the resulting disaccharide nucleophile condensed with 5.
TextSentencer_T4 698-828 Sentence denotes The beta-linked trisaccharide obtained was deprotected, to give the methyl beta-glycoside of (1----4)-beta-linked D-galactotriose.
TextSentencer_T5 829-1045 Sentence denotes Compound 5 was converted in high yield into the corresponding 1-O-beta-acetyl derivative, which was O-de(bromoacetyl)ated with thiourea to afford crystalline 1-O-acetyl-2,3,6-tri-O-benzoyl-beta-D-galactopyranose (9).
TextSentencer_T6 1046-1294 Sentence denotes Condensation of 9 with 5 yielded O-[2,3,6-tri-O-benzoyl-4-O-(bromoacetyl)-beta-D- galactopyranosyl]-(1----4)-1-O-acetyl-2,3,6-tri-O-benzoyl-beta-D- galactopyranose (17), which was cleaved with DCMME to give the corresponding glycosyl chloride (20).
TextSentencer_T7 1295-1687 Sentence denotes The same sequence of reactions involving 1,2,3,6-tetra-O-benzoyl-alpha-D-galactopyranose and 2,3,4,6-tetra-O-benzoyl-alpha-D-galactopyranosyl bromide afforded O-(2,3,4,6-tetra-O-benzoyl-beta-D-galactopyranosyl)-(1----4)-2,3,6-tri-O - benzoyl-alpha-D-galactopyranosyl chloride, which can be used to construct in an oligosaccharide the terminal, beta-linked (1----4)-beta-D-galactobiosyl group.
TextSentencer_T8 1688-1828 Sentence denotes Compounds 5, 17, and 20, when used as glycosyl donors, allow further chain extension at O-4 of the (terminal) beta-D-galactopyranosyl group.
TextSentencer_T9 1829-2065 Sentence denotes The structures of all mono- and di-saccharide intermediates, including those of orthoesters formed during glycosylations under neutral conditions, were confirmed by combination of homo- and hetero-nuclear-correlation n.m.r. experiments.
TextSentencer_T10 2066-2171 Sentence denotes The sites of glycosidic linkages in orthoesters were directly determined by 1 D INAPT n.m.r. experiments.
TextSentencer_T11 2172-2329 Sentence denotes Characteristic features of the 1H- and 13C-n.m.r. spectra of orthoesters which distinguish them from the corresponding oligosaccharides have been summarized.
T1 0-162 Sentence denotes Alternative syntheses and related n.m.r. studies of precursors for internal beta-D-galactopyranosyl residues in oligosaccharides, allowing chain extension at O-4.
T2 163-436 Sentence denotes Crystalline 2,3,6-tri-O-benzoyl-4-O-(bromoacetyl)-alpha-D-galactopyranosyl chloride (5) was prepared from methyl 2,3,6-tri-O-benzoyl-4-O-(bromoacetyl)-alpha- or -beta-D-galactopyranoside by cleavage with dichloromethyl methyl ether (DCMME) in the presence of zinc chloride.
T3 437-697 Sentence denotes Silver trifluoromethanesulfonate (triflate) condensation of 5 with methyl 2,3,6-tri-O-benzoyl-beta-D-galactopyranoside gave the corresponding beta-linked disaccharide, which was O-de(bromoacetyl)ated and the resulting disaccharide nucleophile condensed with 5.
T4 698-828 Sentence denotes The beta-linked trisaccharide obtained was deprotected, to give the methyl beta-glycoside of (1----4)-beta-linked D-galactotriose.
T5 829-1045 Sentence denotes Compound 5 was converted in high yield into the corresponding 1-O-beta-acetyl derivative, which was O-de(bromoacetyl)ated with thiourea to afford crystalline 1-O-acetyl-2,3,6-tri-O-benzoyl-beta-D-galactopyranose (9).
T6 1046-1294 Sentence denotes Condensation of 9 with 5 yielded O-[2,3,6-tri-O-benzoyl-4-O-(bromoacetyl)-beta-D- galactopyranosyl]-(1----4)-1-O-acetyl-2,3,6-tri-O-benzoyl-beta-D- galactopyranose (17), which was cleaved with DCMME to give the corresponding glycosyl chloride (20).
T7 1295-1687 Sentence denotes The same sequence of reactions involving 1,2,3,6-tetra-O-benzoyl-alpha-D-galactopyranose and 2,3,4,6-tetra-O-benzoyl-alpha-D-galactopyranosyl bromide afforded O-(2,3,4,6-tetra-O-benzoyl-beta-D-galactopyranosyl)-(1----4)-2,3,6-tri-O - benzoyl-alpha-D-galactopyranosyl chloride, which can be used to construct in an oligosaccharide the terminal, beta-linked (1----4)-beta-D-galactobiosyl group.
T8 1688-1828 Sentence denotes Compounds 5, 17, and 20, when used as glycosyl donors, allow further chain extension at O-4 of the (terminal) beta-D-galactopyranosyl group.
T9 1829-2065 Sentence denotes The structures of all mono- and di-saccharide intermediates, including those of orthoesters formed during glycosylations under neutral conditions, were confirmed by combination of homo- and hetero-nuclear-correlation n.m.r. experiments.
T10 2066-2171 Sentence denotes The sites of glycosidic linkages in orthoesters were directly determined by 1 D INAPT n.m.r. experiments.
T11 2172-2329 Sentence denotes Characteristic features of the 1H- and 13C-n.m.r. spectra of orthoesters which distinguish them from the corresponding oligosaccharides have been summarized.

NCBITAXON

Id Subject Object Predicate Lexical cue db_id
T1 1344-1351 OrganismTaxon denotes tetra-O 100829
T2 1396-1403 OrganismTaxon denotes tetra-O 100829
T3 1465-1472 OrganismTaxon denotes tetra-O 100829
T4 2009-2013 OrganismTaxon denotes homo 9605

Anatomy-UBERON

Id Subject Object Predicate Lexical cue uberon_id
T1 145-154 Body_part denotes extension http://purl.obolibrary.org/obo/UBERON_2000106
T2 1763-1772 Body_part denotes extension http://purl.obolibrary.org/obo/UBERON_2000106