ethyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→3)-6-O-acetyl-2-O-benzoyl-4-O-benzyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:ethyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→3)-6-O-acetyl-2-O-benzoyl-4-O-benzyl-1-thio-β-D-glucopyranoside
CAS No.:1402224-19-4
Molecular Formula:C₅₁H₅₀O₁₄S
Molecular Weight:919.016
Hs Code.:

Synonyms:ethyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→3)-6-O-acetyl-2-O-benzoyl-4-O-benzyl-1-thio-β-D-glucopyranoside

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Chemical Property of ethyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→3)-6-O-acetyl-2-O-benzoyl-4-O-benzyl-1-thio-β-D-glucopyranoside

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Technology Process of ethyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→3)-6-O-acetyl-2-O-benzoyl-4-O-benzyl-1-thio-β-D-glucopyranoside

There total 5 articles about ethyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→3)-6-O-acetyl-2-O-benzoyl-4-O-benzyl-1-thio-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: 97.0%

: 1402224-18-3
ethyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→3)-2-O-benzoyl-4-O-benzyl-1-thio-β-D-glucopyranoside

: 108-24-7
acetic anhydride

: 1402224-19-4
ethyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→3)-6-O-acetyl-2-O-benzoyl-4-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: With pyridine;
DOI:10.1016/j.carres.2012.07.019

Reference yield:

: 1402224-17-2
ethyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→3)-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 1402224-19-4
ethyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→3)-6-O-acetyl-2-O-benzoyl-4-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine; dmap / dichloromethane / 72 h / 4 - 20 °C

2: borane-THF; di-n-butylboryl trifluoromethanesulfonate / dichloromethane; tetrahydrofuran / 2 h / 4 °C

3: pyridine

With pyridine; dmap; borane-THF; di-n-butylboryl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.carres.2012.07.019

Reference yield:

: 14218-08-7,41881-44-1,53297-33-9,60820-93-1,61198-82-1,67986-91-8,73068-86-7,131897-72-8,131897-73-9
2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl bromide

: 1402224-19-4
ethyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→3)-6-O-acetyl-2-O-benzoyl-4-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: silver trifluoromethanesulfonate; hydrogenchloride; 2,6-di-tert-butyl-4-methylpyridine / dichloromethane; hexane / 2 h / -12 °C / Inert atmosphere

2: pyridine; dmap / dichloromethane / 72 h / 4 - 20 °C

3: borane-THF; di-n-butylboryl trifluoromethanesulfonate / dichloromethane; tetrahydrofuran / 2 h / 4 °C

4: pyridine

With pyridine; hydrogenchloride; dmap; 2,6-di-tert-butyl-4-methylpyridine; borane-THF; di-n-butylboryl trifluoromethanesulfonate; silver trifluoromethanesulfonate; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/j.carres.2012.07.019