dodecanyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-levulinoyl-α-L-rhamnopyranosyl-(1->4)-2,3-O-isopropylidene-α-L-rhamnopyranoside

Base Information

Chemical Name:dodecanyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-levulinoyl-α-L-rhamnopyranosyl-(1->4)-2,3-O-isopropylidene-α-L-rhamnopyranoside
CAS No.:943221-88-3
Molecular Formula:C₄₂H₆₆O₁₃
Molecular Weight:778.978
Hs Code.:

Synonyms:dodecanyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-levulinoyl-α-L-rhamnopyranosyl-(1->4)-2,3-O-isopropylidene-α-L-rhamnopyranoside

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Chemical Property of dodecanyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-levulinoyl-α-L-rhamnopyranosyl-(1->4)-2,3-O-isopropylidene-α-L-rhamnopyranoside

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Technology Process of dodecanyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-levulinoyl-α-L-rhamnopyranosyl-(1->4)-2,3-O-isopropylidene-α-L-rhamnopyranoside

There total 5 articles about dodecanyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-levulinoyl-α-L-rhamnopyranosyl-(1->4)-2,3-O-isopropylidene-α-L-rhamnopyranoside 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: 92.9%

: 943221-78-1
p-tolyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-levulinoyl-1-thio-α-L-rhamnopyranoside

: 943221-76-9
1-O-dodecanyl-2,3-O-isopropylidene-α-L-rhamnopyranoside

: 943221-88-3
dodecanyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-levulinoyl-α-L-rhamnopyranosyl-(1->4)-2,3-O-isopropylidene-α-L-rhamnopyranoside

Guidance literature:: With N-iodo-succinimide; 4 Angstroem MS; silver trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/j.carres.2007.03.014

Reference yield:

: 851625-43-9
p-tolyl 4-O-acetyl-2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside

: 943221-88-3
dodecanyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-levulinoyl-α-L-rhamnopyranosyl-(1->4)-2,3-O-isopropylidene-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 93.1 percent / AcOH; water / 1.5 h / 80 °C

2.1: Bu₂SnO / toluene / 6 h / Heating

2.2: 74.1 percent / Bu₄NI / dimethylformamide / 36 h / 20 °C

3.1: 56.9 percent / N,N'-dicyclohexylcarbodiimide; 4-N,N-dimethylaminopyridine / CH₂Cl₂

4.1: 92.9 percent / 4 Angstroem MS; NIS; AgOTf / CH₂Cl₂ / 0 - 20 °C

With dmap; N-iodo-succinimide; 4 Angstroem MS; water; silver trifluoromethanesulfonate; di(n-butyl)tin oxide; acetic acid; dicyclohexyl-carbodiimide; In dichloromethane; toluene;
DOI:10.1016/j.carres.2007.03.014

Reference yield:

: 943221-86-1
4-O-acetyl-3-O-(4-methoxy)benzyl-1-(4-tolyl)thio-α-L-rhamnopyranoside

: 943221-88-3
dodecanyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-levulinoyl-α-L-rhamnopyranosyl-(1->4)-2,3-O-isopropylidene-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 56.9 percent / N,N'-dicyclohexylcarbodiimide; 4-N,N-dimethylaminopyridine / CH₂Cl₂

2: 92.9 percent / 4 Angstroem MS; NIS; AgOTf / CH₂Cl₂ / 0 - 20 °C

With dmap; N-iodo-succinimide; 4 Angstroem MS; silver trifluoromethanesulfonate; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1016/j.carres.2007.03.014