p-(2-methoxycarbonylethyl)phenyl 2-O-methyl-3-O-<3-O-(2,3,4-tri-O-methyl-β-L-fucopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside

Base Information

Chemical Name:p-(2-methoxycarbonylethyl)phenyl 2-O-methyl-3-O-<3-O-(2,3,4-tri-O-methyl-β-L-fucopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside
CAS No.:136848-24-3
Molecular Formula:C₃₂H₅₀O₁₅
Molecular Weight:674.74
Hs Code.:

Synonyms:p-(2-methoxycarbonylethyl)phenyl 2-O-methyl-3-O-<3-O-(2,3,4-tri-O-methyl-β-L-fucopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside

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Chemical Property of p-(2-methoxycarbonylethyl)phenyl 2-O-methyl-3-O-<3-O-(2,3,4-tri-O-methyl-β-L-fucopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside

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Technology Process of p-(2-methoxycarbonylethyl)phenyl 2-O-methyl-3-O-<3-O-(2,3,4-tri-O-methyl-β-L-fucopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside

There total 11 articles about p-(2-methoxycarbonylethyl)phenyl 2-O-methyl-3-O-<3-O-(2,3,4-tri-O-methyl-β-L-fucopyranosyl)-α-L-rhamnopyranosyl>-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: 60.0%

: 136848-22-1
p-(2-methoxycarbonylethyl)phenyl 4-O-benzyl-2-O-methyl-3-O-<2,4-di-O-benzyl-3-O-(2,3,4-tri-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside

: 136848-24-3
p-(2-methoxycarbonylethyl)phenyl 2-O-methyl-3-O-<3-O-(2,3,4-tri-O-methyl-β-L-fucopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; at 35 ℃;
DOI:10.1271/bbb1961.55.2123

Reference yield:

: 69558-14-1
benzyl 4-O-benzyl-2-O-methyl-α-L-rhamnopyranoside

: 136848-24-3
p-(2-methoxycarbonylethyl)phenyl 2-O-methyl-3-O-<3-O-(2,3,4-tri-O-methyl-β-L-fucopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 3 M trifluoroacetic acid / 0.5 h / Heating

2: pyridine

3: 0.05 M NaOCH₃ / methanol / 0.03 h / Heating

4: 1) trimethylsilyl chloride, 2) silver triflate, 1,1,3,3-N-tetramethylurea / 1) 120 deg C, 6 h, toluene, 2) CH₂Cl₂, 3 h, room temperature

5: 76.7 percent / 0.1 M NaOCH₃ / methanol / 0.08 h / Heating

6: 45.1 percent / silver triflate, 1,1,3,3-tetra-N-methylurea / CH₂Cl₂ / Ambient temperature

7: 60 percent / H₂ / 10percent Pd-C / ethanol / 35 °C

With pyridine; chloro-trimethyl-silane; hydrogen; sodium methylate; silver trifluoromethanesulfonate; trifluoroacetic acid; tetramethylurea; palladium on activated charcoal; In methanol; ethanol; dichloromethane;
DOI:10.1271/bbb1961.55.2123

Reference yield:

: 4613-15-4
benzyl 4-O-benzyl-α-L-rhamnopyranoside

: 136848-24-3
p-(2-methoxycarbonylethyl)phenyl 2-O-methyl-3-O-<3-O-(2,3,4-tri-O-methyl-β-L-fucopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 54.9 percent / 20percent aq. NaOH / tetrabutylammonium bromide / CH₂Cl₂ / 96 h / Ambient temperature

2: 3 M trifluoroacetic acid / 0.5 h / Heating

3: pyridine

4: 0.05 M NaOCH₃ / methanol / 0.03 h / Heating

5: 1) trimethylsilyl chloride, 2) silver triflate, 1,1,3,3-N-tetramethylurea / 1) 120 deg C, 6 h, toluene, 2) CH₂Cl₂, 3 h, room temperature

6: 76.7 percent / 0.1 M NaOCH₃ / methanol / 0.08 h / Heating

7: 45.1 percent / silver triflate, 1,1,3,3-tetra-N-methylurea / CH₂Cl₂ / Ambient temperature

8: 60 percent / H₂ / 10percent Pd-C / ethanol / 35 °C

With pyridine; sodium hydroxide; chloro-trimethyl-silane; hydrogen; sodium methylate; silver trifluoromethanesulfonate; trifluoroacetic acid; tetramethylurea; palladium on activated charcoal; tetrabutylammomium bromide; In methanol; ethanol; dichloromethane;
DOI:10.1271/bbb1961.55.2123