Galbanic acid

Base Information

• Chemical Name: Galbanic acid
• CAS No.: 3566-55-0
• Molecular Formula: C24H30 O5
• Molecular Weight: 398.499
• UNII: 9OFS0HWC92
• Nikkaji Number: J417.959E
• Wikidata: Q27272827
• ChEMBL ID: CHEMBL1078509
• Mol file: 3566-55-0.mol

Synonyms:galbanic acid

Chemical Property of Galbanic acid

Chemical Property:

• Vapor Pressure: 5.59E-14mmHg at 25°C
• Boiling Point: 573.2°Cat760mmHg
• Flash Point: 193.5°C
• PSA: 76.74000
• Density: 1.13g/cm³
• LogP: 5.42540
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 398.20932405
• Heavy Atom Count: 29
• Complexity: 689

Purity/Quality:

99% ^*data from raw suppliers

GALBANIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(=C(C)C)C(C1(C)COC2=CC3=C(C=C2)C=CC(=O)O3)CCC(=O)O
• Isomeric SMILES: C[C@H]1CCC(=C(C)C)[C@@H]([C@@]1(C)COC2=CC3=C(C=C2)C=CC(=O)O3)CCC(=O)O

Technology Process of Galbanic acid

There total 2 articles about Galbanic 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: 69.0%

methyl galbanate → 7-[6(S)-(β-carboxyethyl)-5-isopropylidene-1(S),2(S)-di-methylcyclohexylmethoxy]coumarin (3566-55-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; for 24h;

DOI:10.1002/ejoc.200901021

Reference yield:

7-hydroxy-2H-chromen-2-one (93-35-6) + C16H28O3 (1206911-00-3) → 7-[6(S)-(β-carboxyethyl)-5-isopropylidene-1(S),2(S)-di-methylcyclohexylmethoxy]coumarin (3566-55-0)

Guidance literature:

Multi-step reaction with 2 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 0.5 h / 130 °C / Microwave irradiation

2: lithium hydroxide / tetrahydrofuran; water / 24 h

With di-isopropyl azodicarboxylate; triphenylphosphine; lithium hydroxide; In tetrahydrofuran; water; toluene; 1: Mitsunobu reaction;

DOI:10.1002/ejoc.200901021

upstream raw materials:

7-hydroxy-2H-chromen-2-one

C₁₆H₂₈O₃