2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1 → 4)-1-(4-tolyl)thio-2,3-di-O-benzoyl-β-D-xylopyranoside

Base Information

Chemical Name:2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1 → 4)-1-(4-tolyl)thio-2,3-di-O-benzoyl-β-D-xylopyranoside
CAS No.:1445703-83-2
Molecular Formula:C₆₀H₅₀O₁₅S
Molecular Weight:1043.11
Hs Code.:

Synonyms:2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1 → 4)-1-(4-tolyl)thio-2,3-di-O-benzoyl-β-D-xylopyranoside

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Chemical Property of 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1 → 4)-1-(4-tolyl)thio-2,3-di-O-benzoyl-β-D-xylopyranoside

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Technology Process of 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1 → 4)-1-(4-tolyl)thio-2,3-di-O-benzoyl-β-D-xylopyranoside

There total 8 articles about 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1 → 4)-1-(4-tolyl)thio-2,3-di-O-benzoyl-β-D-xylopyranoside 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: 91.0%

: 1415218-09-5
4-methylphenyl 2,3-di-O-benzoyl-1-thio-β-D-xylopyranoside

: 149707-75-5
2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate

: 1445703-83-2
2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1 → 4)-1-(4-tolyl)thio-2,3-di-O-benzoyl-β-D-xylopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 - 20 ℃; for 0.5h; Molecular sieve;
DOI:10.1016/j.ejmech.2013.04.016

Reference yield:

: 67803-94-5
4-methylphenyl 1-thio-β-D-xylopyranoside

: 1445703-83-2
2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1 → 4)-1-(4-tolyl)thio-2,3-di-O-benzoyl-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: trifluoroacetic acid / N,N-dimethyl-formamide / 12 h / 40 °C

2: toluene-4-sulfonic acid / methanol / 0 °C

3: pyridine; dmap / dichloromethane / 2 h

4: toluene-4-sulfonic acid / methanol; dichloromethane / 2 h

5: pyridine; dmap / dichloromethane / 3 h / 0 °C

6: acetyl chloride / methanol / 5 h / 0 °C

7: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / -78 - 20 °C / Molecular sieve

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; acetyl chloride; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2013.04.016

Reference yield:

: 98-88-4
benzoyl chloride

: 1445703-83-2
2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1 → 4)-1-(4-tolyl)thio-2,3-di-O-benzoyl-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine; dmap / dichloromethane / 3 h / 0 °C

2: acetyl chloride / methanol / 5 h / 0 °C

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / -78 - 20 °C / Molecular sieve

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; acetyl chloride; In methanol; dichloromethane;
DOI:10.1016/j.ejmech.2013.04.016