antimycin A1

Base Information

• Chemical Name: antimycin A1
• CAS No.: 116095-18-2
• Deprecated CAS: 50858-98-5,37330-19-1
• Molecular Formula: C28H40 N2 O9
• Molecular Weight: 548.634
• European Community (EC) Number: 211-380-4,634-284-8
• UN Number: 2811,2588
• UNII: 75G3NMU1TS
• DSSTox Substance ID: DTXSID3058668
• Nikkaji Number: J362.669E
• Wikipedia: Antimycin A,Antimycin_A
• Wikidata: Q104708365
• Metabolomics Workbench ID: 53879
• ChEMBL ID: CHEMBL211501
• Mol file: 116095-18-2.mol

Synonyms:Antimycin A;Antimycin A1

Chemical Property of antimycin A1

Chemical Property:

• PSA: 157.33000
• LogP: 4.58020
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 12
• Exact Mass: 548.27338086
• Heavy Atom Count: 39
• Complexity: 849
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Bacterial Toxins
• Canonical SMILES: CCCCCCC1C(C(OC(=O)C(C(OC1=O)C)NC(=O)C2=C(C(=CC=C2)NC=O)O)C)OC(=O)CC(C)C
• Isomeric SMILES: CCCCCC[C@@H]1[C@H]([C@@H](OC(=O)[C@H]([C@H](OC1=O)C)NC(=O)C2=C(C(=CC=C2)NC=O)O)C)OC(=O)CC(C)C
• Uses: Antimycin A1b acts as a novel pesticide and fungicide as well is useful in antibiotics.

Technology Process of antimycin A1

There total 23 articles about antimycin A1 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:

C35H46N2O9 → antimycin A (116095-18-2)

Guidance literature:

With palladium on carbon; hydrogen; In ethyl acetate; at 20 ℃; for 2h; under 760.051 Torr;

DOI:10.1002/ejoc.201100034

Reference yield:

C20H35NO6*C2HF3O2 + 2-hydroxy-3-formylaminobenzoic acid (17968-71-7) → antimycin A (116095-18-2)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 20h; Inert atmosphere;

DOI:10.1021/jo501134d

Reference yield:

3-methylbutyric acid (503-74-2) → antimycin A (116095-18-2)

Guidance literature:

Multi-step reaction with 4 steps

1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

2: palladium on carbon; hydrogen / tetrahydrofuran / 2 h / 20 °C / 760.05 Torr / Darkness

3: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 24 h / 20 °C

4: palladium on carbon; hydrogen / ethyl acetate / 2 h / 20 °C / 760.05 Torr

With 4-methyl-morpholine; dmap; palladium on carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.201100034

upstream raw materials:

3-methylbutyric acid

C₂₃H₃₃NO₇

2-hydroxy-3-nitro-benzoic acid methyl ester

n-octyne