beta-Acetyldigoxin

Base Information

• Chemical Name: beta-Acetyldigoxin
• CAS No.: 5355-48-6
• Molecular Formula: C₄₃H₆₆O₁₅
• Molecular Weight: 822.988
• European Community (EC) Number: 226-337-5
• UNII: P7K44M64CW
• DSSTox Substance ID: DTXSID30201760
• Nikkaji Number: J15.710D
• Wikidata: Q18030160
• Metabolomics Workbench ID: 198630
• Mol file: 5355-48-6.mol

Synonyms:Acetyldigoxins;alpha Acetyldigoxin;alpha-Acetyldigoxin;beta Acetyldigoxin;beta-Acetyldigoxin;ct, digox von;Desglucolanatosides C;Didier, Digoxin;Digostada;Digotab;digox von ct;Digoxin Didier;Gladixol N;glycotop;Kardiamed;Longdigox;Novodigal;Stillacor;von ct, digox

Chemical Property of beta-Acetyldigoxin

Chemical Property:

• Melting Point: 271-273oC
• Refractive Index: 1.5940 (estimate)
• Boiling Point: 930.3 °C at 760 mmHg
• PKA: 13.41±0.70(Predicted)
• Flash Point: 273.6 °C
• PSA: 209.13000
• Density: 1.34 g/cm³
• LogP: 2.78890
• Storage Temp.: -20°C Freezer
• Solubility.: Practically insoluble in water, sparingly soluble in methylene chloride, slightly soluble in ethanol (96 per cent).
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 9
• Exact Mass: 822.44017139
• Heavy Atom Count: 58
• Complexity: 1560

Purity/Quality:

99%, ^*data from raw suppliers

b-Acetyl digoxin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4C3CC(C5(C4(CCC5C6=CC(=O)OC6)O)C)O)C)O)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)OC(=O)C)O)O
• Isomeric SMILES: C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3C[C@H]([C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)O)C)O)O[C@H]7C[C@@H]([C@@H]([C@H](O7)C)O[C@H]8C[C@@H]([C@@H]([C@H](O8)C)OC(=O)C)O)O
• Uses: Digoxin derivative, a cardiotonic glycosides
• Therapeutic Function: Cardiotonic

Technology Process of beta-Acetyldigoxin

There total 5 articles about beta-Acetyldigoxin 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: 98.0%

acetyl chloride (75-36-5) + digoxin (20830-75-5) → beta-Acetyldigoxin (5355-48-6,63721-69-7)

Guidance literature:

With C₁₇H₂₉N₃O₂; N,N-diisopropylethylamine hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 4 ℃; for 16h; regioselective reaction;

DOI:10.1038/nchem.1726

Reference yield:

acetyl chloride (75-36-5) + digoxin (20830-75-5) → beta-Acetyldigoxin (5355-48-6,63721-69-7) + 3'''-acetyldigoxin (5511-98-8)

Guidance literature:

With (2R,4S)-4-isopropyl-2-methoxy-3-((R)-2-methyl-1-(1-methyl-1H-imidazol-2-yl)propyl)oxazolidine; N,N-diisopropylethylamine hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 4 ℃; for 16h; Overall yield = 56 %; regioselective reaction;

DOI:10.1038/nchem.1726

Reference yield:

lanatoside C (17575-22-3,18846-67-8,19080-23-0) → beta-Acetyldigoxin (5355-48-6,63721-69-7)

Guidance literature:

With enzyme-substance from digitalis lanata;

DOI:10.1002/hlca.19340170169

upstream raw materials:

lanatoside C

3'''-acetyldigoxin

acetyl chloride

digoxin

Downstream raw materials:

digoxigenin

digoxin

Refernces