1-thiophenyl-3,6-anhydro-4-O-(4',6'-O-benzylidiene-β-D-glucopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:1-thiophenyl-3,6-anhydro-4-O-(4',6'-O-benzylidiene-β-D-glucopyranosyl)-β-D-glucopyranoside
CAS No.:1345978-74-6
Molecular Formula:C₂₅H₂₈O₉S
Molecular Weight:504.558
Hs Code.:

Synonyms:1-thiophenyl-3,6-anhydro-4-O-(4',6'-O-benzylidiene-β-D-glucopyranosyl)-β-D-glucopyranoside

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Chemical Property of 1-thiophenyl-3,6-anhydro-4-O-(4',6'-O-benzylidiene-β-D-glucopyranosyl)-β-D-glucopyranoside

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Technology Process of 1-thiophenyl-3,6-anhydro-4-O-(4',6'-O-benzylidiene-β-D-glucopyranosyl)-β-D-glucopyranoside

There total 6 articles about 1-thiophenyl-3,6-anhydro-4-O-(4',6'-O-benzylidiene-β-D-glucopyranosyl)-β-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

: 1345978-70-2
1-thiophenyl-6-O-tosyl-4-O-(4',6'-O-benzylidiene-β-D-glucopyranosyl)-β-D-glucopyranoside

: 1345978-74-6
1-thiophenyl-3,6-anhydro-4-O-(4',6'-O-benzylidiene-β-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: With potassium tert-butylate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;
DOI:10.1039/c1ob06085f

Reference yield:

: 1032959-15-1
1-thiophenyl-4-O-(4',6'-O-benzylidiene-β-D-glucopyranosyl)-β-D-glucopyranoside

: 1345978-74-6
1-thiophenyl-3,6-anhydro-4-O-(4',6'-O-benzylidiene-β-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / 12 h / 20 °C

2: potassium tert-butylate / N,N-dimethyl-formamide / 2 h / 20 °C

With pyridine; potassium tert-butylate; In N,N-dimethyl-formamide;
DOI:10.1039/c1ob06085f

Reference yield:

: 28022-14-2
phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-1-thio-β-D-glucopyranoside

: 1345978-74-6
1-thiophenyl-3,6-anhydro-4-O-(4',6'-O-benzylidiene-β-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: methanol; sodium methylate / 2 h / 20 °C

2: [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid / N,N-dimethyl-formamide / 2 h / 60 °C

3: pyridine / 12 h / 20 °C

4: potassium tert-butylate / N,N-dimethyl-formamide / 2 h / 20 °C

With pyridine; methanol; potassium tert-butylate; sodium methylate; [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; In N,N-dimethyl-formamide; 2: Zemplen deacetylation;
DOI:10.1039/c1ob06085f