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

Base Information

• Chemical Name: allyl O-(2,4-di-O-acetyl-3,6-di-O-methyl-β-D-glucopyranosyl)-(1-4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-4-O-benzoyl-3-O-methyl-α-L-rhamnopyranoside
• CAS No.: 121360-09-6
• Molecular Formula: C₃₇H₅₄O₁₇
• Molecular Weight: 770.826
• Mol file: 121360-09-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 10 articles about allyl O-(2,4-di-O-acetyl-3,6-di-O-methyl-β-D-glucopyranosyl)-(1-4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-4-O-benzoyl-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: 68.0%

2,4-di-O-acetyl-3,6-di-O-methyl-α-D-glucopyranosyl bromide (109917-89-7) + allyl O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-4-O-benzoyl-3-O-methyl-α-L-rhamnopyranoside (121360-08-5) → allyl O-(2,4-di-O-acetyl-3,6-di-O-methyl-β-D-glucopyranosyl)-(1-4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-4-O-benzoyl-3-O-methyl-α-L-rhamnopyranoside (121360-09-6)

Guidance literature:

With mercury(II) cyanide; In acetonitrile;

DOI:10.1016/0008-6215(88)84072-2

Reference yield:

O2,O3-dimethyl-L-6-deoxy-mannose (4348-79-2) → allyl O-(2,4-di-O-acetyl-3,6-di-O-methyl-β-D-glucopyranosyl)-(1-4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-4-O-benzoyl-3-O-methyl-α-L-rhamnopyranoside (121360-09-6)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine

2: 87 percent / boron trifluoride etherate / 1,2-dichloro-ethane / Ambient temperature

3: 89 percent / HCl / CH₂Cl₂; methanol / 20 h

4: 68 percent / Hg(CN)2 / acetonitrile

With hydrogenchloride; boron trifluoride diethyl etherate; mercury(II) cyanide; In pyridine; methanol; dichloromethane; 1,2-dichloro-ethane; acetonitrile;

DOI:10.1016/0008-6215(88)84072-2

Reference yield:

allyl 2,3-O-isopropylidene-α-L-rhamnopyranoside (100639-25-6,71695-57-3) → allyl O-(2,4-di-O-acetyl-3,6-di-O-methyl-β-D-glucopyranosyl)-(1-4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-4-O-benzoyl-3-O-methyl-α-L-rhamnopyranoside (121360-09-6)

Guidance literature:

Multi-step reaction with 6 steps

2: trifluoroacetic acid / Ambient temperature

3: 86 percent / dibutyltin oxide / benzene / 35 - 40 °C

4: 87 percent / boron trifluoride etherate / 1,2-dichloro-ethane / Ambient temperature

5: 89 percent / HCl / CH₂Cl₂; methanol / 20 h

6: 68 percent / Hg(CN)2 / acetonitrile

With hydrogenchloride; boron trifluoride diethyl etherate; mercury(II) cyanide; di(n-butyl)tin oxide; trifluoroacetic acid; In methanol; dichloromethane; 1,2-dichloro-ethane; acetonitrile; benzene;

DOI:10.1016/0008-6215(88)84072-2

upstream raw materials:

2,4-di-O-acetyl-3,6-di-O-methyl-α-D-glucopyranosyl bromide

allyl O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-4-O-benzoyl-3-O-methyl-α-L-rhamnopyranoside

O²,O³-dimethyl-L-6-deoxy-mannose

allyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

Downstream raw materials:

allyl O-(3,6-di-O-methyl-β-D-glucopyranosyl)-(1-4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-3-O-methyl-α-L-rhamnopyranoside