alpha-Acetyldigoxin

Base Information

• Chemical Name: alpha-Acetyldigoxin
• CAS No.: 5511-98-8
• Deprecated CAS: 11018-80-7,1289-54-9
• Molecular Formula: C43H66 O15
• Molecular Weight: 822.988
• European Community (EC) Number: 226-855-1
• UNII: Q28IFH7A50
• ChEMBL ID: CHEMBL2074725
• DSSTox Substance ID: DTXSID00203630
• Metabolomics Workbench ID: 154478
• Nikkaji Number: J20.611C
• Wikidata: Q104252849
• Wikipedia: %CE%91-Acetyldigoxin
• Mol file: 5511-98-8.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 alpha-Acetyldigoxin

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 199-201°C
• Refractive Index: 1.5940 (estimate)
• Boiling Point: 935.6°Cat760mmHg
• PKA: 13.37±0.70(Predicted)
• Flash Point: 275.4°C
• PSA: 209.13000
• Density: 1.35g/cm³
• LogP: 2.78890
• Storage Temp.: -20°C Freezer
• 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:

98%Min ^*data from raw suppliers

a-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)OC2C(OC(CC2O)OC3C(OC(CC3O)OC4CCC5(C(C4)CCC6C5CC(C7(C6(CCC7C8=CC(=O)OC8)O)C)O)C)C)C)OC(=O)C)O
• Isomeric SMILES: C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2O)O[C@@H]3[C@H](O[C@H](C[C@@H]3O)O[C@H]4CC[C@]5([C@@H](C4)CC[C@@H]6[C@@H]5C[C@H]([C@]7([C@@]6(CC[C@@H]7C8=CC(=O)OC8)O)C)O)C)C)C)OC(=O)C)O

Technology Process of alpha-Acetyldigoxin

There total 3 articles about alpha-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:

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) + 3'''-acetyldigoxin (5511-98-8)

Guidance literature:

With enzyme-substance from digitalis lanata;

DOI:10.1002/hlca.19340170169

Reference yield:

→ 15'(=α)-Acetyldigoxin (5511-98-8,63721-68-6)

Guidance literature:

16'-Acetyldigoxin (3), Umlagerung nach Stoll;

upstream raw materials:

lanatoside C

acetyl chloride

digoxin

Downstream raw materials:

digoxin

digoxigenin

beta-Acetyldigoxin

Refernces