methyl 1-O-methyl-3,4-cyclohexylidene-5-O-bis(3′,4′-O-acetylcaffeoyl)quinate

Base Information

• Chemical Name: methyl 1-O-methyl-3,4-cyclohexylidene-5-O-bis(3′,4′-O-acetylcaffeoyl)quinate
• CAS No.: 1560976-35-3
• Molecular Formula: C₂₈H₃₄O₁₁
• Molecular Weight: 546.571
• Mol file: 1560976-35-3.mol

Synonyms:methyl 1-O-methyl-3,4-cyclohexylidene-5-O-bis(3′,4′-O-acetylcaffeoyl)quinate

Chemical Property of methyl 1-O-methyl-3,4-cyclohexylidene-5-O-bis(3′,4′-O-acetylcaffeoyl)quinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 1-O-methyl-3,4-cyclohexylidene-5-O-bis(3′,4′-O-acetylcaffeoyl)quinate

There total 3 articles about methyl 1-O-methyl-3,4-cyclohexylidene-5-O-bis(3′,4′-O-acetylcaffeoyl)quinate 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: 71.0%

methyl 1-O-methyl-3,4-cyclohexylidenequinate (1560976-31-9) + 3,3',4,4'-tetraacetoxycinnamic anhydride (145574-61-4) → methyl 1-O-methyl-3,4-cyclohexylidene-5-O-bis(3′,4′-O-acetylcaffeoyl)quinate (1560976-35-3)

Guidance literature:

With pyridine; at 20 ℃; for 72h;

DOI:10.1021/jf4042112

Reference yield:

(-)-4,5-cyclohexylidenequinic acid lactone (35949-53-2) → methyl 1-O-methyl-3,4-cyclohexylidene-5-O-bis(3′,4′-O-acetylcaffeoyl)quinate (1560976-35-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 2.5 h / 0 - 20 °C / Inert atmosphere; Cooling with ice

2: methanol / 21 h / 20 °C

3: pyridine / 72 h / 20 °C

With pyridine; sodium hydride; In methanol; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jf4042112

Reference yield:

1-O-methyl-3,4-cyclohexylidenequinic acid lactone → methyl 1-O-methyl-3,4-cyclohexylidene-5-O-bis(3′,4′-O-acetylcaffeoyl)quinate (1560976-35-3)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 21 h / 20 °C

2: pyridine / 72 h / 20 °C

With pyridine; In methanol;

DOI:10.1021/jf4042112

upstream raw materials:

(-)-4,5-cyclohexylidenequinic acid lactone

methyl 1-O-methyl-3,4-cyclohexylidenequinate

3,3',4,4'-tetraacetoxycinnamic anhydride

Downstream raw materials:

1-O-methyl-3,4-cyclohexylidene-5-O-caffeoylquinic acid