22,23-Dihydroavermectin B1a aglycon

Base Information

• Chemical Name: 22,23-Dihydroavermectin B1a aglycon
• CAS No.: 73162-95-5
• Molecular Formula: C₃₄H₅₀O₈
• Molecular Weight: 586.766
• UNII: GF54JTQ44E
• ChEMBL ID: CHEMBL330828
• Metabolomics Workbench ID: 144679
• Mol file: 73162-95-5.mol

Synonyms:GF54JTQ44E;22,23-Dihydroavermectin B1a aglycon;UNII-GF54JTQ44E;Ivermectin impurity G [EP];(6R,13S,25R)-5-O-Demethyl-28-deoxy-6,28-epoxy-13-hydroxy-25-((1S)-1-methylpropyl)milbemycin B;Milbemycin B, 5-O-demethyl-28-deoxy-6,28-epoxy-13-hydroxy-25-((1S)-1-methylpropyl)-, (6R,13S,25R)-;IVM AGLYCONE;Ivermectin B1a aglycone;CHEMBL330828;123997-59-1;IVERMECTIN IMPURITY G [EP IMPURITY]

Chemical Property of 22,23-Dihydroavermectin B1a aglycon

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 586.35056855
• Heavy Atom Count: 42
• Complexity: 1140

Purity/Quality:

> 95% ^*data from raw suppliers

Ivermectin B1 Aglycon ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC(C)C1C(CCC2(O1)CC3CC(O2)CC=C(C(C(C=CC=C4COC5C4(C(C=C(C5O)C)C(=O)O3)O)C)O)C)C
• Isomeric SMILES: CC[C@H](C)[C@@H]1[C@H](CC[C@@]2(O1)C[C@@H]3C[C@H](O2)C/C=C(/[C@H]([C@H](/C=C/C=C/4\CO[C@H]5[C@@]4([C@@H](C=C([C@H]5O)C)C(=O)O3)O)C)O)\C)C
• Description: Ivermectin B1a aglycone is an acid degradation product produced by hydrolysis of the disaccharide unit of ivermectin. It can inhibit nematode larval development, but does not cause paralytic activity.
• Uses: Ivermectin B1a aglycone is an acid degradation product produced by hydrolysis of the disaccharide unit of ivermectin. It can inhibit nematode larval development, but does not cause paralytic activity.[Cayman Chemical]

Technology Process of 22,23-Dihydroavermectin B1a aglycon

There total 5 articles about 22,23-Dihydroavermectin B1a aglycon 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: 80.0%

5-O-demethyl-22,23-dihydro-avermectin A1a (71827-03-7) → ivermectin aglycone (73162-95-5) + 22,23-Dihydroavermectin B1a monosaccharide (71837-27-9)

Guidance literature:

With sulfuric acid; water;

Reference yield: 48.0%

5-O-demethyl-22,23-dihydro-avermectin A1a (71827-03-7) → C40H60O11 + ivermectin aglycone (73162-95-5) + 22,23-Dihydroavermectin B1a monosaccharide (71837-27-9)

Guidance literature:

With sulfuric acid; In isopropyl alcohol; at 20 ℃; for 6h;

DOI:10.1021/ja065950k

Reference yield:

5-O-demethyl-22,23-dihydro-avermectin A1a (71827-03-7) → ivermectin aglycone (73162-95-5)

Guidance literature:

With sulfuric acid; In methanol; water; at 20 ℃; for 16h; Cooling with ice;

upstream raw materials:

22,23-dihydroavermectin B_1a aglycon

5-O-demethyl-22,23-dihydro-avermectin A₁a

Downstream raw materials:

(8,9-Z)-22,23-dihydroavermectin B_1a aglycon

(10,11-Z)-22,23-dihydroavermectin B_1a aglycon

C₄₂H₅₇NO₉

C₄₁H₅₄ClNO₉