8-(methoxycarbonyl)octyl 2,4-di-O-benzoyl-3-O-(4-O-benzoyl-2,3-O-cyclohexylidene-β-L-rhamnopyranosyl)-α-L-rhamnopyranoside

Base Information

• Chemical Name: 8-(methoxycarbonyl)octyl 2,4-di-O-benzoyl-3-O-(4-O-benzoyl-2,3-O-cyclohexylidene-β-L-rhamnopyranosyl)-α-L-rhamnopyranoside
• CAS No.: 76209-10-4
• Molecular Formula: C₄₉H₆₀O₁₄
• Molecular Weight: 873.007
• Mol file: 76209-10-4.mol

Synonyms:

Chemical Property of 8-(methoxycarbonyl)octyl 2,4-di-O-benzoyl-3-O-(4-O-benzoyl-2,3-O-cyclohexylidene-β-L-rhamnopyranosyl)-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-(methoxycarbonyl)octyl 2,4-di-O-benzoyl-3-O-(4-O-benzoyl-2,3-O-cyclohexylidene-β-L-rhamnopyranosyl)-α-L-rhamnopyranoside

There total 4 articles about 8-(methoxycarbonyl)octyl 2,4-di-O-benzoyl-3-O-(4-O-benzoyl-2,3-O-cyclohexylidene-β-L-rhamnopyranosyl)-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: 62.0%

4-O-benzoyl-2,3-O-cyclohexylidene-α-L-rhamnopyranosyl bromide (76209-08-0) + 8-(methoxycarbonyl)-octyl 2,4-di-O-benzoyl-α-L-rhamnopyranoside (74597-41-4) → 8-(methoxycarbonyl)octyl 2,4-di-O-benzoyl-3-O-(4-O-benzoyl-2,3-O-cyclohexylidene-β-L-rhamnopyranosyl)-α-L-rhamnopyranoside (76209-10-4)

Guidance literature:

With molecular sieve; silver carbonate; In dichloromethane; for 2h;

DOI:10.1016/S0008-6215(00)85425-7

Reference yield:

benzoyl chloride (98-88-4) → 8-(methoxycarbonyl)octyl 2,4-di-O-benzoyl-3-O-(4-O-benzoyl-2,3-O-cyclohexylidene-β-L-rhamnopyranosyl)-α-L-rhamnopyranoside (76209-10-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) p-toluenesulfonic acid / 1.) acetonitrile

2: zinc bromide, dibromomethyl methyl ether / 45 h / 50 °C

3: 62 percent / silver carbonate, molecular sieve / CH₂Cl₂ / 2 h

With molecular sieve; α,α-dibromomethyl methyl ether; silver carbonate; zinc dibromide; toluene-4-sulfonic acid; In dichloromethane;

DOI:10.1016/S0008-6215(00)85425-7

Reference yield:

(2S,3R,4R,5R,6S)-2-Methoxy-6-methyl-tetrahydro-pyran-3,4,5-triol (42214-00-6) → 8-(methoxycarbonyl)octyl 2,4-di-O-benzoyl-3-O-(4-O-benzoyl-2,3-O-cyclohexylidene-β-L-rhamnopyranosyl)-α-L-rhamnopyranoside (76209-10-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) p-toluenesulfonic acid / 1.) acetonitrile

2: zinc bromide, dibromomethyl methyl ether / 45 h / 50 °C

3: 62 percent / silver carbonate, molecular sieve / CH₂Cl₂ / 2 h

With molecular sieve; α,α-dibromomethyl methyl ether; silver carbonate; zinc dibromide; toluene-4-sulfonic acid; In dichloromethane;

DOI:10.1016/S0008-6215(00)85425-7

upstream raw materials:

4-O-benzoyl-2,3-O-cyclohexylidene-α-L-rhamnopyranosyl bromide

8-(methoxycarbonyl)-octyl 2,4-di-O-benzoyl-α-L-rhamnopyranoside

benzoyl chloride

methyl 4-O-benzoyl-2,3-O-cyclohexylidene-α-L-rhamnopyranoside