Leptosin

Base Information

• Chemical Name: Leptosin
• CAS No.: 486-23-7
• Molecular Formula: C₂₂H₂₂O₁₁
• Molecular Weight: 462.41
• Nikkaji Number: J12.924K
• Wikidata: Q105187268
• ChEMBL ID: CHEMBL3797767
• Mol file: 486-23-7.mol

Synonyms:Leptosin;(2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-7-methoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-benzofuran-3-one;486-23-7;CHEMBL3797767;CHEBI:191619;(2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-7-methoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-benzouran-3-one;3(2H)-Benzofuranone, 2-((3,4-dihydroxyphenyl)methylene)-6-(beta-D-glucopyranosyloxy)-7-methoxy-, (Z)-

Chemical Property of Leptosin

Chemical Property:

• Vapor Pressure: 1.54E-27mmHg at 25°C
• Melting Point: 229-231 °C (decomp)(Solv: water (7732-18-5); methanol (67-56-1))
• Boiling Point: 807.5°Cat760mmHg
• PKA: 8.94±0.10(Predicted)
• Flash Point: 283°C
• PSA: 175.37000
• Density: 1.64g/cm³
• LogP: -0.09870
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 5
• Exact Mass: 462.11621151
• Heavy Atom Count: 33
• Complexity: 729

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC2=C1OC(=CC3=CC(=C(C=C3)O)O)C2=O)OC4C(C(C(C(O4)CO)O)O)O
• Isomeric SMILES: COC1=C(C=CC2=C1O/C(=C\C3=CC(=C(C=C3)O)O)/C2=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O

Technology Process of Leptosin

There total 6 articles about Leptosin 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:

→ leptosin (486-23-7)

Guidance literature:

With methanol; sodium hydrogencarbonate;

DOI:10.1021/ja01104a036

Reference yield:

2-((Z)-3,4-bis-benzoyloxy-benzylidene)-7-methoxy-6-(tetra-O-acetyl-β-D-glucopyranosyloxy)-benzofuran-3-one → leptosin (486-23-7)

Guidance literature:

With methanol; ammonia;

DOI:10.1021/ja01156a080

Reference yield:

6-hydroxy-7-methoxy-3(2H)-benzofuranone (69151-94-6) → leptosin (486-23-7)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid / unter Zusatz von wss. Salzsaeure

2: acetone; aqueous KOH-solution

3: methanol; ammonia

With methanol; potassium hydroxide; ammonia; acetic acid; acetone;

DOI:10.1021/ja01156a080

upstream raw materials:

6-hydroxy-7-methoxy-3(2H)-benzofuranone

3,4-dibenzoyloxybenzaldehyde