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Technology Process of Methyl 2-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)-2-[10-[4-(dimethylamino)-5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4,6-dimethyloxan-2-yl]-2-(2,3-dimethyloxiran-2-yl)-11-hydroxy-4,7,12-trioxonaphtho[2,3-h]chromen-5-yl]-2-hydroxyacetate

Methyl 2-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)-2-[10-[4-(dimethylamino)-5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4,6-dimethyloxan-2-yl]-2-(2,3-dimethyloxiran-2-yl)-11-hydroxy-4,7,12-trioxonaphtho[2,3-h]chromen-5-yl]-2-hydroxyacetate

Base Information
  • Chemical Name:Methyl 2-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)-2-[10-[4-(dimethylamino)-5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4,6-dimethyloxan-2-yl]-2-(2,3-dimethyloxiran-2-yl)-11-hydroxy-4,7,12-trioxonaphtho[2,3-h]chromen-5-yl]-2-hydroxyacetate
  • CAS No.:128461-00-7
  • Molecular Formula:C47H59 N O18
  • Molecular Weight:925.9673
  • Hs Code.:
  • Wikidata:Q104992244
  • Mol file:128461-00-7.mol
Methyl 2-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)-2-[10-[4-(dimethylamino)-5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4,6-dimethyloxan-2-yl]-2-(2,3-dimethyloxiran-2-yl)-11-hydroxy-4,7,12-trioxonaphtho[2,3-h]chromen-5-yl]-2-hydroxyacetate

Synonyms:altromycin B

Suppliers and Price of Methyl 2-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)-2-[10-[4-(dimethylamino)-5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4,6-dimethyloxan-2-yl]-2-(2,3-dimethyloxiran-2-yl)-11-hydroxy-4,7,12-trioxonaphtho[2,3-h]chromen-5-yl]-2-hydroxyacetate
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • American Custom Chemicals Corporation
  • ALTROMYCIN B 95.00%
  • 5MG
  • $ 495.45
Total 3 raw suppliers
Chemical Property of Methyl 2-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)-2-[10-[4-(dimethylamino)-5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4,6-dimethyloxan-2-yl]-2-(2,3-dimethyloxiran-2-yl)-11-hydroxy-4,7,12-trioxonaphtho[2,3-h]chromen-5-yl]-2-hydroxyacetate
Chemical Property:
  • Vapor Pressure:0mmHg at 25°C 
  • Boiling Point:1018.2°Cat760mmHg 
  • Flash Point:569.6°C 
  • PSA：262.95000 
  • Density:1.46g/cm3 
  • LogP:1.85880 
  • XLogP3:1.5
  • Hydrogen Bond Donor Count:5
  • Hydrogen Bond Acceptor Count:19
  • Rotatable Bond Count:11
  • Exact Mass:925.37321403
  • Heavy Atom Count:66
  • Complexity:1920
Purity/Quality:

95% *data from raw suppliers

ALTROMYCIN B 95.00% *data from reagent suppliers

Safty Information:
  • Pictogram(s):  
  • Hazard Codes: 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:CC1C(C(CC(O1)OC2C(OC(CC2(C)N(C)C)C3=C(C4=C(C=C3)C(=O)C5=CC(=C6C(=O)C=C(OC6=C5C4=O)C7(C(O7)C)C)C(C8C(C(C(C(O8)C)O)OC)O)(C(=O)OC)O)O)C)OC)O
  • General Description Altromycin B is an antibiotic and anticancer compound characterized by a complex branched C-glycoside substructure, which plays a critical role in its biological activity. Its synthesis involves advanced methodologies such as tungsten-catalyzed cycloisomerization and Stille cross-coupling, yielding key intermediates that are further functionalized to achieve the desired stereochemistry and structural complexity. The successful synthesis of its C13-diastereomers underscores its intricate architecture and supports broader efforts in developing altromycin-based therapeutics.
Refernces

Synthesis of the branched C-glycoside substructure of altromycin B

10.1021/ol050975u

The research aims to synthesize the branched C-glycoside substructure of altromycin B, an antibiotic and anticancer compound, using non-carbohydrate precursors. The study employs a tungsten-catalyzed cycloisomerization of alkynyl alcohols to produce key intermediates, followed by a sequence of Stille cross-coupling reactions and selective functional group transformations. Key chemicals used include alkynyl alcohols such as 8, tungsten hexacarbonyl (W(CO)?), and various reagents for functional group transformations like DIBAL (diisobutylaluminum hydride), TBSCl (tert-butyldimethylsilyl chloride), and AD-mix (Sharpless asymmetric dihydroxylation reagent). The research concludes with the successful synthesis of the C13-diastereomers of the branched C-arylglycoside (2a and 2b), which were confirmed by X-ray crystallography and NMR spectroscopy. The findings support ongoing efforts towards the total synthesis of altromycin natural products and provide a robust synthetic route for this complex substructure.

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