benzyl O-(2,3,4-tri-O-acetyl-6-O-methyl-β-D-glucopyranosyl)-(1->4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1->2)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside

Base Information

• Chemical Name: benzyl O-(2,3,4-tri-O-acetyl-6-O-methyl-β-D-glucopyranosyl)-(1->4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1->2)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside
• CAS No.: 112288-93-4
• Molecular Formula: C₄₂H₅₈O₁₇
• Molecular Weight: 834.912

Synonyms:

Chemical Property of benzyl O-(2,3,4-tri-O-acetyl-6-O-methyl-β-D-glucopyranosyl)-(1->4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1->2)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl O-(2,3,4-tri-O-acetyl-6-O-methyl-β-D-glucopyranosyl)-(1->4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1->2)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside

There total 6 articles about benzyl O-(2,3,4-tri-O-acetyl-6-O-methyl-β-D-glucopyranosyl)-(1->4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1->2)-4-O-benzyl-3-O-methyl-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:

benzyl 2-O-allyl-4-O-benzyl-α-L-rhamnopyranoside (69558-10-7) → benzyl O-(2,3,4-tri-O-acetyl-6-O-methyl-β-D-glucopyranosyl)-(1->4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1->2)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside (112288-93-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 3.8 g / silver oxide / 6 h / Heating

2: 2.6 g / potassium tert-butoxide / dimethylsulfoxide / 1 h / Ambient temperature

3: 1.92 g / 1 M HCl / acetone / 0.5 h / Heating

4: 28 mg / mercury cyanide / acetonitrile / Ambient temperature

With hydrogenchloride; potassium tert-butylate; mercury(II) cyanide; silver(l) oxide; In dimethyl sulfoxide; acetone; acetonitrile;

DOI:10.1016/0008-6215(87)80163-5

Reference yield:

benzyl 4-O-benzyl-α-L-rhamnopyranoside (4613-15-4) → benzyl O-(2,3,4-tri-O-acetyl-6-O-methyl-β-D-glucopyranosyl)-(1->4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1->2)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside (112288-93-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 70 percent / Bu₄NBr, 10 percent aq. NaOH / CH₂Cl₂ / 48 h / Ambient temperature

2: 3.8 g / silver oxide / 6 h / Heating

3: 2.6 g / potassium tert-butoxide / dimethylsulfoxide / 1 h / Ambient temperature

4: 1.92 g / 1 M HCl / acetone / 0.5 h / Heating

5: 28 mg / mercury cyanide / acetonitrile / Ambient temperature

With hydrogenchloride; sodium hydroxide; potassium tert-butylate; tetrabutylammomium bromide; mercury(II) cyanide; silver(l) oxide; In dichloromethane; dimethyl sulfoxide; acetone; acetonitrile;

DOI:10.1016/0008-6215(87)80163-5

Reference yield:

benzyl 2-O-allyl-4-O-benzyl-3-o-methyl-α-L-rhamnopyranoside (89316-01-8) → benzyl O-(2,3,4-tri-O-acetyl-6-O-methyl-β-D-glucopyranosyl)-(1->4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1->2)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside (112288-93-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.6 g / potassium tert-butoxide / dimethylsulfoxide / 1 h / Ambient temperature

2: 1.92 g / 1 M HCl / acetone / 0.5 h / Heating

3: 28 mg / mercury cyanide / acetonitrile / Ambient temperature

With hydrogenchloride; potassium tert-butylate; mercury(II) cyanide; In dimethyl sulfoxide; acetone; acetonitrile;

DOI:10.1016/0008-6215(87)80163-5

upstream raw materials:

benzyl 4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-2-((2S,3S,4R,5R)-6-bromo-4,5-dimethoxy-2-methyl-tetrahydro-pyran-3-yloxy)-6-methoxymethyl-tetrahydro-pyran-3-yl ester

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

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

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