3,4,5-tri-O-acetyl quinate de methyle

Base Information

• Chemical Name: 3,4,5-tri-O-acetyl quinate de methyle
• CAS No.: 50605-62-4
• Molecular Formula: C₁₄H₂₀O₉
• Molecular Weight: 332.307
• Mol file: 50605-62-4.mol

Synonyms:

Chemical Property of 3,4,5-tri-O-acetyl quinate de methyle

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4,5-tri-O-acetyl quinate de methyle

There total 5 articles about 3,4,5-tri-O-acetyl quinate de methyle 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: 80.0%

methyl (-)-quinate (191916-39-9) + acetic anhydride (108-24-7) → 3,4,5-tri-O-acetyl quinate de methyle (50605-62-4,51064-54-1)

Guidance literature:

With pyridine; at 0 ℃;

Reference yield:

methyl (-)-quinate (191916-39-9) + acetyl chloride (75-36-5) → 3,4,5-tri-O-acetyl quinate de methyle (50605-62-4,51064-54-1)

Guidance literature:

With pyridine; In dichloromethane; at -20 ℃;

DOI:10.1055/s-2004-834825

Reference yield:

D-(-)-quinic acid (77-95-2) → 3,4,5-tri-O-acetyl quinate de methyle (50605-62-4,51064-54-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄ / 20 °C

2: pyridine / CH₂Cl₂ / -20 °C

With pyridine; sulfuric acid; In dichloromethane;

DOI:10.1055/s-2004-834825

upstream raw materials:

methyl (-)-quinate

acetic anhydride

acetyl chloride

D-(-)-quinic acid

Downstream raw materials:

methyl shikimate

methyl (3S,4R,5R)-5-acetoxy-3-azido-4-hydroxycyclohex-1-ene-1-carboxylate

methyl (3R,4S,5R)-4-acetamido-5-acetoxy-3-aminocyclohex-1-ene-1-carboxylate

methyl (3R,4S,5R)-4-acetamido-5-acetoxy-3-azidocyclohex-1-ene-1-carboxylate