p-(2-methoxycarbonylethyl)phenyl 4-O-benzyl-2-O-methyl-3-O-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside

Base Information

• Chemical Name: p-(2-methoxycarbonylethyl)phenyl 4-O-benzyl-2-O-methyl-3-O-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside
• CAS No.: 136848-20-9
• Molecular Formula: C₄₄H₅₂O₁₁
• Molecular Weight: 756.89
• Mol file: 136848-20-9.mol

Synonyms:p-(2-methoxycarbonylethyl)phenyl 4-O-benzyl-2-O-methyl-3-O-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside

Chemical Property of p-(2-methoxycarbonylethyl)phenyl 4-O-benzyl-2-O-methyl-3-O-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-(2-methoxycarbonylethyl)phenyl 4-O-benzyl-2-O-methyl-3-O-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside

There total 6 articles about p-(2-methoxycarbonylethyl)phenyl 4-O-benzyl-2-O-methyl-3-O-(2,4-di-O-benzyl-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: 76.7%

p-(2-methoxycarbonylethyl)phenyl 4-O-benzyl-2-O-methyl-3-O-(3-O-acetyl-2,4-di-O-benzyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside (136848-19-6) → p-(2-methoxycarbonylethyl)phenyl 4-O-benzyl-2-O-methyl-3-O-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside (136848-20-9)

Guidance literature:

With sodium methylate; In methanol; for 0.0833333h; Heating;

DOI:10.1271/bbb1961.55.2123

Reference yield:

benzyl 4-O-benzyl-α-L-rhamnopyranoside (4613-15-4) → p-(2-methoxycarbonylethyl)phenyl 4-O-benzyl-2-O-methyl-3-O-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside (136848-20-9)

Guidance literature:

Multi-step reaction with 6 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

With pyridine; sodium hydroxide; chloro-trimethyl-silane; sodium methylate; silver trifluoromethanesulfonate; trifluoroacetic acid; tetramethylurea; tetrabutylammomium bromide; In methanol; dichloromethane;

DOI:10.1271/bbb1961.55.2123

Reference yield:

benzyl 4-O-benzyl-2-O-methyl-α-L-rhamnopyranoside (69558-14-1) → p-(2-methoxycarbonylethyl)phenyl 4-O-benzyl-2-O-methyl-3-O-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside (136848-20-9)

Guidance literature:

Multi-step reaction with 5 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

With pyridine; chloro-trimethyl-silane; sodium methylate; silver trifluoromethanesulfonate; trifluoroacetic acid; tetramethylurea; In methanol;

DOI:10.1271/bbb1961.55.2123

upstream raw materials:

p-(2-methoxycarbonylethyl)phenyl 4-O-benzyl-2-O-methyl-3-O-(3-O-acetyl-2,4-di-O-benzyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside

benzyl 4-O-benzyl-2-O-methyl-α-L-rhamnopyranoside

benzyl 4-O-benzyl-α-L-rhamnopyranoside

2-(methoxycarbonylethyl)phenyl 4-O-benzyl-2-O-methyl-α-L-rhamnopyranoside

Downstream raw materials:

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

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-β-L-fucopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside

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