Ramalinolic acid

Base Information

• Chemical Name: Ramalinolic acid
• CAS No.: 552-56-7
• Molecular Formula: C23H28O8
• Molecular Weight: 432.46
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID401135632
• Metabolomics Workbench ID: 113560
• Nikkaji Number: J11.573H
• Wikidata: Q77373812
• Mol file: 552-56-7.mol

Synonyms:Ramalinolic acid;552-56-7;2,4-Dihydroxy-3-[(2-hydroxy-4-methoxy-6-propylbenzoyl)oxy]-6-pentylbenzoic acid;CHEBI:202833;DTXSID401135632;2,4-dihydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyl)oxy-6-pentylbenzoic acid

Chemical Property of Ramalinolic acid

Chemical Property:

• Melting Point: 164 °C
• Boiling Point: 585.1±50.0 °C(Predicted)
• PKA: 2.84±0.43(Predicted)
• PSA: 133.52000
• Density: 1.285±0.06 g/cm3(Predicted)
• LogP: 4.41460
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 11
• Exact Mass: 432.17841785
• Heavy Atom Count: 31
• Complexity: 582

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1=CC(=C(C(=C1C(=O)O)O)OC(=O)C2=C(C=C(C=C2O)OC)CCC)O

Technology Process of Ramalinolic acid

There total 5 articles about Ramalinolic acid 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:

3.4.5-Trihydroxy-1-pentyl-benzol (858447-76-4) → Ramalinolsaeure (552-56-7)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether; HCl / und Erhitzen des Reaktionsprodukts mit Wasser

2: thionyl chloride; pyridine / -15 °C

3: pyridine / Erwaermen des Reaktionsprodukts mit Kaliumpermanganat in wss. Aceton und Behandeln des danach isolierten Reaktionsprodukts mit wss.-aethanol. Kalilauge

With pyridine; hydrogenchloride; thionyl chloride; diethyl ether;

Reference yield:

2,3,4-trihydroxy-6-pentyl-benzaldehyde (860240-80-8) → Ramalinolsaeure (552-56-7)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride; pyridine / -15 °C

2: pyridine / Erwaermen des Reaktionsprodukts mit Kaliumpermanganat in wss. Aceton und Behandeln des danach isolierten Reaktionsprodukts mit wss.-aethanol. Kalilauge

With pyridine; thionyl chloride;

Reference yield:

1-n-pentyl-3,4,5-trimethoxybenzene (114085-79-9) → Ramalinolsaeure (552-56-7)

Guidance literature:

Multi-step reaction with 4 steps

1: aqueous HI; red phosphorus

2: diethyl ether; HCl / und Erhitzen des Reaktionsprodukts mit Wasser

3: thionyl chloride; pyridine / -15 °C

4: pyridine / Erwaermen des Reaktionsprodukts mit Kaliumpermanganat in wss. Aceton und Behandeln des danach isolierten Reaktionsprodukts mit wss.-aethanol. Kalilauge

With pyridine; hydrogenchloride; phosphorus; thionyl chloride; diethyl ether; hydrogen iodide;

upstream raw materials:

chloroformic acid ethyl ester

3.4.5-Trihydroxy-1-pentyl-benzol

2,3,4-trihydroxy-6-pentyl-benzaldehyde

1-n-pentyl-3,4,5-trimethoxybenzene

Downstream raw materials:

2-hydroxy-4-methoxy-6-propylbenzoic acid

methyl 2-hydroxy-4-methoxy-6-(n-propyl)benzoate