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

Base Information

Chemical Name:1-thiophenyl-4-O-(4',6'-O-benzylidiene-β-D-glucopyranosyl)-β-D-glucopyranoside
CAS No.:1032959-15-1
Molecular Formula:C₂₅H₃₀O₁₀S
Molecular Weight:522.573
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 8 articles about 1-thiophenyl-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: 65.2%

: 100-52-7
benzaldehyde

: 27894-87-7
phenyl β-D-glucopyranosyl-(1->4)-1-thio-β-D-glucopyranoside

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

Guidance literature:: With zinc(II) chloride; for 24h; Ambient temperature;

Reference yield: 62.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 27894-87-7
phenyl β-D-glucopyranosyl-(1->4)-1-thio-β-D-glucopyranoside

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

Guidance literature:: With [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; In N,N-dimethyl-formamide; at 60 ℃; for 2h;
DOI:10.1039/c1ob06085f

Reference yield:

: 20764-63-0
β-cellobioseoctaacetate

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

Guidance literature:: Multi-step reaction with 3 steps

1: boron trifluoride diethyl etherate / dichloromethane / 6 h / 0 °C / Inert atmosphere

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

3: [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid / N,N-dimethyl-formamide / 2 h / 60 °C

With methanol; boron trifluoride diethyl etherate; sodium methylate; [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; In dichloromethane; N,N-dimethyl-formamide; 3: Zemplen deacetylation;
DOI:10.1039/c1ob06085f