Avermectin B2a

Base Information

• Chemical Name: Avermectin B2a
• CAS No.: 65195-57-5
• Molecular Formula: C48H74 O15
• Molecular Weight: 891.11
• European Community (EC) Number: 810-513-9
• UNII: FUJ4Z758WB
• DSSTox Substance ID: DTXSID90860913
• Wikidata: Q104971234
• Mol file: 65195-57-5.mol

Synonyms:avermectin B2a

Chemical Property of Avermectin B2a

Chemical Property:

• Boiling Point: 966.4±65.0 °C(Predicted)
• PKA: 12.41±0.70(Predicted)
• PSA: 190.29000
• Density: 1.26±0.1 g/cm3(Predicted)
• LogP: 4.57220
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 8
• Exact Mass: 890.50277165
• Heavy Atom Count: 63
• Complexity: 1720

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C1C(C(CC2(O1)CC3CC(O2)CC=C(C(C(C=CC=C4COC5C4(C(C=C(C5O)C)C(=O)O3)O)C)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)O)OC)OC)C)O)C
• Isomeric SMILES: CC[C@H](C)[C@@H]1[C@H]([C@H](C[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@H]6C[C@@H]([C@H]([C@@H](O6)C)O[C@H]7C[C@@H]([C@H]([C@@H](O7)C)O)OC)OC)\C)O)C

Technology Process of Avermectin B2a

There total 3 articles about Avermectin B2a 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:

5-ketoavermectin B2a (78017-92-2,135757-90-3) → avermectin B2a (65195-57-5,135680-93-2,144176-51-2)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at -15 ℃; for 0.333333h; Yield given;

DOI:10.1021/jo00365a039

Reference yield:

avermectin A2a (65195-53-1) → avermectin B2a (65195-57-5,135680-93-2,144176-51-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) toluene, 100 deg C, 40 min, 2.) AcOH, 18 deg C, 5 h

2: NaBH₄ / ethanol / 0.33 h / -15 °C

With sodium tetrahydroborate; In ethanol;

DOI:10.1021/jo00365a039

Reference yield:

C52H78O17 → avermectin B2a (65195-57-5)

Guidance literature:

With water; sodium hydroxide; pH=> 11;

upstream raw materials:

5-ketoavermectin B_2a

avermectin A_2a

Refernces

• 1、 Mrozik, Helmut,Eskola, Philip,Fisher, Michael H.. "Mercuric Acetate Oxidation of Avermectin A2a as a Route to the Selective Cleavage of the Allylic C-5-Methoxy Group". . p. 3058 - 3059. Retrieved 2007/10/02.