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Technology Process of Ristocetin A

Ristocetin A

Base Information
  • Chemical Name:Ristocetin A
  • CAS No.:11021-66-2
  • Molecular Formula:C95H110N8O44
  • Molecular Weight:2067.95
  • Hs Code.:
  • DSSTox Substance ID:DTXSID801317931
  • Metabolomics Workbench ID:99160
  • Wikidata:Q27256181
  • Mol file:11021-66-2.mol
Ristocetin A

Synonyms:ristocetin A;ristocetin B;ristomycin A;ristomycin B

Suppliers and Price of Ristocetin A
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
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Total 4 raw suppliers
Chemical Property of Ristocetin A
Chemical Property:
  • PSA：816.22000 
  • LogP:-3.12800 
  • XLogP3:-6.5
  • Hydrogen Bond Donor Count:29
  • Hydrogen Bond Acceptor Count:46
  • Rotatable Bond Count:17
  • Exact Mass:2067.6649436
  • Heavy Atom Count:147
  • Complexity:4410
Purity/Quality:

98%,99%, *data from raw suppliers

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

SDS file from LookChem

Useful:
  • Canonical SMILES:CC1C(C(CC(O1)OC2C3C(=O)NC(C4=C(C(=CC(=C4)O)OC5C(C(C(C(O5)CO)O)O)O)C6=C(C=CC(=C6)C(C(=O)N3)NC(=O)C7C8=CC(=C(C(=C8)OC9=CC=C2C=C9)OC1C(C(C(C(O1)COC1C(C(C(C(O1)C)O)O)O)O)O)OC1C(C(C(C(O1)CO)O)O)OC1C(C(C(CO1)O)O)O)OC1=CC=C(C=C1)C(C1C(=O)NC(C2=CC(=C(C(=C2)OC2=C(C=CC(=C2)C(C(=O)N1)N)O)C)O)C(=O)N7)O)O)C(=O)OC)N)O
  • General Description Ristocetin A, also known as Ristocetin, is a glycopeptide antibiotic with clinical significance due to its effectiveness against resistant bacterial strains. Its complex structure includes a 16-membered BCDF ring system, which is critical for its bioactivity. Synthetic efforts, such as those involving ruthenium-promoted intramolecular SNAr reactions, aim to construct this macrocycle to facilitate the total synthesis of ristocetin A and related antibiotics like vancomycin. These studies highlight its importance in addressing antibiotic resistance.
Refernces

Synthetic studies on the BCDF ring system of ristocetin A via ruthenium-promoted SNAr reaction

10.1016/S0040-4039(01)01928-1

The study focuses on the synthetic construction of the BCDF ring system of ristocetin A, a glycopeptide antibiotic, using ruthenium-promoted intramolecular SNAr reactions. The researchers aimed to develop a method for constructing the 16-membered BCD model macrocycle of ristocetin A, which includes the required arylserine residue as the C ring and a fully functionalized F ring. Key chemicals used in the study include chlorocinnamic esters, N-Boc-protected arylserines, ruthenium complexes, and various protecting groups such as benzyloxycarbonyl (Cbz) and tert-butyldimethylsilyl (TBS). These chemicals served to build and protect the desired molecular structure during the synthesis process, with the ultimate goal of developing a total synthesis of vancomycin and ristocetin A, which are of clinical importance due to their antibiotic properties and the emergence of resistant bacterial strains.

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