allyl 2-O-(4-O-(3,6-di-O-methyl-beta-glucopyranosyl)-2,3-di-O-methyl-alpha-rhamnopyranosyl)-3-O-methyl-alpha-rhamnopyranoside

Base Information

• Chemical Name: allyl 2-O-(4-O-(3,6-di-O-methyl-beta-glucopyranosyl)-2,3-di-O-methyl-alpha-rhamnopyranosyl)-3-O-methyl-alpha-rhamnopyranoside
• CAS No.: 121333-93-5
• Molecular Formula: C₂₆H₄₆O₁₄
• Molecular Weight: 582.643
• Mol file: 121333-93-5.mol

Synonyms:a-L-Mannopyranoside, 2-propenylO-3,6-di-O-methyl-b-D-glucopyranosyl-(1®4)-O-6-deoxy-2,3-di-O-methyl-a-L-mannopyranosyl-(1®2)-6-deoxy-3-O-methyl- (9CI)

Chemical Property of allyl 2-O-(4-O-(3,6-di-O-methyl-beta-glucopyranosyl)-2,3-di-O-methyl-alpha-rhamnopyranosyl)-3-O-methyl-alpha-rhamnopyranoside

Chemical Property:

• Vapor Pressure: 1.64E-21mmHg at 25°C
• Boiling Point: 681.5°Cat760mmHg
• Flash Point: 366°C
• PSA: 162.22000
• Density: 1.26g/cm³
• LogP: -1.03700

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of allyl 2-O-(4-O-(3,6-di-O-methyl-beta-glucopyranosyl)-2,3-di-O-methyl-alpha-rhamnopyranosyl)-3-O-methyl-alpha-rhamnopyranoside

There total 12 articles about allyl 2-O-(4-O-(3,6-di-O-methyl-beta-glucopyranosyl)-2,3-di-O-methyl-alpha-rhamnopyranosyl)-3-O-methyl-alpha-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: 85.0%

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) → 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 (121333-93-5)

Guidance literature:

With sodium hydroxide; In methanol; at 60 ℃; for 6h;

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

Reference yield:

benzyl 4-O-benzyl-2,3-di-O-methyl-α-L-rhamnopyranoside (121360-06-3) → 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 (121333-93-5)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂ / 5percent Pd-C / ethyl acetate; acetic acid

2: pyridine

3: 87 percent / boron trifluoride etherate / 1,2-dichloro-ethane / Ambient temperature

4: 89 percent / HCl / CH₂Cl₂; methanol / 20 h

5: 68 percent / Hg(CN)2 / acetonitrile

6: 85 percent / 1.25M NaOH / methanol / 6 h / 60 °C

With hydrogenchloride; sodium hydroxide; boron trifluoride diethyl etherate; hydrogen; mercury(II) cyanide; palladium on activated charcoal; In pyridine; methanol; dichloromethane; acetic acid; ethyl acetate; 1,2-dichloro-ethane; acetonitrile;

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

Reference yield:

O2,O3-dimethyl-L-6-deoxy-mannose (4348-79-2) → 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 (121333-93-5)

Guidance literature:

Multi-step reaction with 5 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

5: 85 percent / 1.25M NaOH / methanol / 6 h / 60 °C

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

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

upstream raw materials:

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

O²,O³-dimethyl-L-6-deoxy-mannose

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

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

Refernces