Methyl 2-acetamido-3-O-<2',4'-di-O-benzoyl-3'-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:Methyl 2-acetamido-3-O-<2',4'-di-O-benzoyl-3'-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-2-deoxy-β-D-glucopyranoside
CAS No.:149827-56-5
Molecular Formula:C₄₁H₅₁NO₁₉
Molecular Weight:861.851
Hs Code.:

Synonyms:Methyl 2-acetamido-3-O-<2',4'-di-O-benzoyl-3'-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-2-deoxy-β-D-glucopyranoside

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Chemical Property of Methyl 2-acetamido-3-O-<2',4'-di-O-benzoyl-3'-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-2-deoxy-β-D-glucopyranoside

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Technology Process of Methyl 2-acetamido-3-O-<2',4'-di-O-benzoyl-3'-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-2-deoxy-β-D-glucopyranoside

There total 3 articles about Methyl 2-acetamido-3-O-<2',4'-di-O-benzoyl-3'-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-2-deoxy-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: 78.0%

: Methyl 2-acetamido-3-O-<2',4'-di-O-benzoyl-3'-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 149827-56-5
Methyl 2-acetamido-3-O-<2',4'-di-O-benzoyl-3'-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-2-deoxy-β-D-glucopyranoside

Guidance literature:: With acetic acid; at 100 ℃; for 1h;
DOI:10.1139/v93-076

Reference yield:

: 135303-37-6
ethyl 2,4-di-O-benzoyl-1-thio-α-L-rhamnopyranoside

: 149827-56-5
Methyl 2-acetamido-3-O-<2',4'-di-O-benzoyl-3'-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1) activated MS 4 Angstroem, AgOTf / 1) CH₂Cl₂, r.t., 2 h, 2) CH₂Cl₂, -75 deg C to -50 deg C, 2 h, then -50 deg C, 0.5 h

2: 71 percent / activated MS 4 Angstroem, N-iodosuccinimide, triflic acid / CH₂Cl₂ / 2 h / Ambient temperature

3: 78 percent / 60percent acetic acid / 1 h / 100 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; MS 4 Angstroem; silver trifluoromethanesulfonate; acetic acid; In dichloromethane;
DOI:10.1139/v93-076

Reference yield:

: 149827-54-3
Ethyl 3-O-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl)-2,4-di-O-benzoyl-1-thio-α-L-rhamnopyranoside

: 149827-56-5
Methyl 2-acetamido-3-O-<2',4'-di-O-benzoyl-3'-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / activated MS 4 Angstroem, N-iodosuccinimide, triflic acid / CH₂Cl₂ / 2 h / Ambient temperature

2: 78 percent / 60percent acetic acid / 1 h / 100 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; MS 4 Angstroem; acetic acid; In dichloromethane;
DOI:10.1139/v93-076