methyl O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1-3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Base Information

Chemical Name:methyl O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1-3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside
CAS No.:142967-81-5
Molecular Formula:C₅₅H₅₉NO₂₁
Molecular Weight:1070.07
Hs Code.:

methyl O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1-3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Synonyms:methyl O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1-3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

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Chemical Property of methyl O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1-3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

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Technology Process of methyl O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1-3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

There total 6 articles about methyl O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1-3)-2,4-di-O-benzoyl-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: 70.0%

: 108-24-7
acetic anhydride

: 142967-80-4
methyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1-3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1-3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

: 142967-81-5
methyl O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1-3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; Ambient temperature;
DOI:10.1016/S0008-6215(00)90483-X

Reference yield:

: 88331-96-8
methyl 2,4-di-O-benzoyl-α-L-rhamnopyranoside

: 142967-81-5
methyl O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1-3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / 2,4,6-trimethylpyridine, Ag-triflate / CH₂Cl₂ / 1 h / 22 °C

2: 100 percent / thiourea / methanol; CH₂Cl₂ / 0.5 h / Ambient temperature

3: 82 percent / 2,4,6-trimethylpyridine, AgClO₄ / CH₂Cl₂ / 1 h / 0 °C

4: 70 percent / H₂ / 5percent Pd/C / methanol / Ambient temperature

With 2,4,6-trimethyl-pyridine; hydrogen; silver trifluoromethanesulfonate; silver perchlorate; thiourea; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1016/S0008-6215(00)90483-X

Reference yield:

: 142967-72-4
2,4-di-O-benzoyl-3-O-bromoacetyl-α-L-rhamnopyranosyl chloride

: 142967-81-5
methyl O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1-3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / 2,4,6-trimethylpyridine, Ag-triflate / CH₂Cl₂ / 1 h / 22 °C

2: 100 percent / thiourea / methanol; CH₂Cl₂ / 0.5 h / Ambient temperature

3: 82 percent / 2,4,6-trimethylpyridine, AgClO₄ / CH₂Cl₂ / 1 h / 0 °C

4: 70 percent / H₂ / 5percent Pd/C / methanol / Ambient temperature

With 2,4,6-trimethyl-pyridine; hydrogen; silver trifluoromethanesulfonate; silver perchlorate; thiourea; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1016/S0008-6215(00)90483-X