Juglomycin A

Base Information

• Chemical Name: Juglomycin A
• CAS No.: 38637-88-6
• Deprecated CAS: 37266-61-8
• Molecular Formula: C₁₄H₁₀O₆
• Molecular Weight: 274.23
• UNII: 69M81M5I4N
• Nikkaji Number: J2.026.968E
• Wikidata: Q27264359
• Metabolomics Workbench ID: 106478
• Mol file: 38637-88-6.mol

Synonyms:JUGLOMYCIN A;(-)-Juglomycin A;UNII-69M81M5I4N;69M81M5I4N;38637-88-6;(?)-Juglomycin A;Q27264359;1,4-NAPHTHALENEDIONE, 5-HYDROXY-2-((2R,3R)-TETRAHYDRO-3-HYDROXY-5-OXO-2-FURANYL)-;1,4-NAPHTHALENEDIONE, 5-HYDROXY-2-(TETRAHYDRO-3-HYDROXY-5-OXO-2-FURANYL)-, (2R-CIS)-

Chemical Property of Juglomycin A

Chemical Property:

• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 274.04773803
• Heavy Atom Count: 20
• Complexity: 508

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC1=O)C2=CC(=O)C3=C(C2=O)C=CC=C3O)O
• Isomeric SMILES: C1[C@H]([C@H](OC1=O)C2=CC(=O)C3=C(C2=O)C=CC=C3O)O

Technology Process of Juglomycin A

There total 35 articles about Juglomycin A 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: 76.0%

5-methoxy-2-(3-methoxy-5-oxotetrahydrofuran-2-yl)-[1,4]naphthoquinone → juglomycin A (38637-88-6,38637-89-7,79434-37-0,79434-38-1)

Guidance literature:

With boron trichloride; tetra-(n-butyl)ammonium iodide; In dichloromethane; at -20 ℃; for 0.5h;

DOI:10.1081/SCC-120027276

Reference yield: 38.0%

2-<(2'RS,3'RS)-3'-hydroxy-5'-oxotetrahydrofuran-2'-yl>-5-methoxy-1,4-naphthoquinone (79386-37-1,79386-38-2) → juglomycin B (38637-88-6,38637-89-7,79434-37-0,79434-38-1) + juglomycin A (38637-88-6,38637-89-7,79434-37-0,79434-38-1)

Guidance literature:

With aluminium trichloride; In dichloromethane; for 1.5h; Ambient temperature;

DOI:10.1039/P19810002091

Reference yield: 38.0%

2-<(2'RS,3'RS)-3'-hydroxy-5'-oxotetrahydrofuran-2'-yl>-5-methoxy-1,4-naphthoquinone (79386-37-1,79386-38-2) → juglomycin B (38637-88-6,38637-89-7,79434-37-0,79434-38-1) + juglomycin A (38637-88-6,38637-89-7,79434-37-0,79434-38-1)

Guidance literature:

With aluminium trichloride; In dichloromethane; for 1.5h; Ambient temperature;

DOI:10.1039/P19810002091

upstream raw materials:

2-<(2'RS,3'RS)-3'-hydroxy-5'-oxotetrahydrofuran-2'-yl>-5-methoxy-1,4-naphthoquinone

3-Bromojuglone

3-bromo-5-hydroxy-2-(3'-methoxycarbonylpropyl)-1,4-naphthoquinone

3-bromo-5-methoxy-2-(3'-methoxycarbonylpropyl)-1,4-naphthoquinone

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