5-Hydroxy-2-(1'-hydroxyethyl)naphtho[2,3-b]furan-4,9-dione

Base Information

• Chemical Name: 5-Hydroxy-2-(1'-hydroxyethyl)naphtho[2,3-b]furan-4,9-dione
• CAS No.: 123297-90-5
• Molecular Formula: C₁₄H₁₀O₅
• Molecular Weight: 258.23
• ChEMBL ID: CHEMBL392591
• Metabolomics Workbench ID: 64334
• Nikkaji Number: J2.552.929D
• Wikidata: Q27134531
• Mol file: 123297-90-5.mol

Synonyms:CHEBI:66028;5-hydroxy-2-(1'-hydroxyethyl)naphtho[2,3-b]furan-4,9-dione;STAT3-IN-14;CHEMBL392591;5-hydroxy-2-(1-hydroxyethyl)benzo[f][1]benzofuran-4,9-dione;(-)-5-hydroxy-2-(1'-hydroxyethyl)naphtho[2,3-b]furan-4,9-dione;5-hydroxy-2-[(1S)-1-hydroxyethyl]benzo[f][1]benzofuran-4,9-dione;5-hydroxy-2-[(1S)-1-hydroxyethyl]naphtho[2,3-b]furan-4,9-dione;123297-90-5;SCHEMBL2801404;BDBM50541367;HY-N10472;CS-0534851;Q27134531

Chemical Property of 5-Hydroxy-2-(1'-hydroxyethyl)naphtho[2,3-b]furan-4,9-dione

Chemical Property:

• Vapor Pressure: 1.91E-09mmHg at 25°C
• Boiling Point: 465°C at 760 mmHg
• Flash Point: 235°C
• Density: 1.506g/cm³
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 258.05282342
• Heavy Atom Count: 19
• Complexity: 407

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC2=C(O1)C(=O)C3=C(C2=O)C(=CC=C3)O)O
• Isomeric SMILES: C[C@@H](C1=CC2=C(O1)C(=O)C3=C(C2=O)C(=CC=C3)O)O

Technology Process of 5-Hydroxy-2-(1'-hydroxyethyl)naphtho[2,3-b]furan-4,9-dione

There total 16 articles about 5-Hydroxy-2-(1'-hydroxyethyl)naphtho[2,3-b]furan-4,9-dione 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: 89.0%

2-acetyl-5-hydroxynaphtho<2,3-b>furan-4,9-dione (87549-97-1) → (–)-5-hydroxy-2-(1'-hydoxyethyl)naphtho[2,3-b]furan-4,9-dione (123297-90-5)

Guidance literature:

With formic acid; triethylamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.bmcl.2007.10.005

Reference yield: 80.0%

(S)-2-(dimethylamino)-5-hydroxy-3-(3-hydroxybut-1-yn-1-yl)naphthalene-1,4-dione (1369328-74-4) → (–)-5-hydroxy-2-(1'-hydoxyethyl)naphtho[2,3-b]furan-4,9-dione (123297-90-5)

Guidance literature:

With water; In methanol; at 95 ℃; for 4h; Product distribution / selectivity;

Reference yield: 77.0%

2-(dimethylamino)-5-hydroxy-3-(3-hydroxybut-1-yn-1-yl)naphthalene-1,4-dione (1369329-23-6) → 5-hydroxy-2-(1-hydroxyethyl)naphtho<2.3-b>furan-4,9-dione (123297-90-5,138995-85-4,139067-68-8,87549-98-2)

Guidance literature:

With water; In methanol; N,N-dimethyl-formamide; for 5h; Inert atmosphere; Reflux;

DOI:10.1248/cpb.c13-00102

upstream raw materials:

2-acetyl-5-hydroxynaphtho<2,3-b>furan-4,9-dione

2,5-dihydroxy-3-iodonaphthalene-1,4-dione

but-3-yn-2-ol

2-(dimethylamino)-5-hydroxy-1,4-naphthalenedione

Downstream raw materials:

(S)-NQ₈₀₁ MTPA ester

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