3-Desacetylazadirachtin

Base Information

• Chemical Name: 3-Desacetylazadirachtin
• CAS No.: 37294-05-6
• Molecular Formula: C₃₃H₄₂O₁₅
• Molecular Weight: 678.687
• Mol file: 37294-05-6.mol

Synonyms:3-Desacetylazadirachtin;Deacetylazadirachtin;37294-05-6;dimethyl (4S,5R,6S,7S,8S,11S,12R,14S,15R)-4,7,12-trihydroxy-6-[(1R,2S,6S,9R,11S)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.02,6.09,11]dodec-3-en-9-yl]-6-methyl-14-[(E)-2-methylbut-2-enoyl]oxy-3,9-dioxatetracyclo[6.6.1.01,5.011,15]pentadecane-4,11-dicarboxylate

Chemical Property of 3-Desacetylazadirachtin

Chemical Property:

• Vapor Pressure: 1.93E-29mmHg at 25°C
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 8
• Exact Mass: 678.25237063
• Heavy Atom Count: 48
• Complexity: 1550

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC=C(C)C(=O)OC1CC(C2(COC3C2C14COC(C4C(C3O)(C)C56C7CC(C5(O6)C)C8(C=COC8O7)O)(C(=O)OC)O)C(=O)OC)O
• Isomeric SMILES: C/C=C(\C)/C(=O)O[C@H]1C[C@H]([C@]2(CO[C@H]3[C@@H]2C14CO[C@@]([C@H]4[C@]([C@@H]3O)(C)[C@@]56C7C[C@@H]([C@@]5(O6)C)[C@]8(C=CO[C@H]8O7)O)(C(=O)OC)O)C(=O)OC)O

Technology Process of 3-Desacetylazadirachtin

There total 3 articles about 3-Desacetylazadirachtin 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: 74.0%

C34H46O16 → 3-desacetylazadirachtin (37294-05-6)

Guidance literature:

C₃₄H₄₆O₁₆; With pyridinium p-toluenesulfonate; Benzeneselenol; In 1,2-dichloro-ethane; for 4h; Heating;

With pyridine; dihydrogen peroxide; In dichloromethane; at 0 ℃; for 0.0833333h; Further stages.;

DOI:10.1021/ol7027898

Reference yield: 32.0%

azadirachtin (11141-17-6,95507-03-2) → 3-desacetylazadirachtin (37294-05-6)

Guidance literature:

With sodium hydride; In methanol; for 0.5h;

DOI:10.1021/jf960688s

Reference yield: 23.0%

azadirachtin (11141-17-6,95507-03-2) → methyl-(1S,2R,3R,5R,6S,7S,8R,11R,15S,17R,18R,1'S,5'R,7'S,9'R,11'S)-3,7,17-trihydroxy-6,9'-dimethyl-15-<(2-methyl-1-oxo-2-butenyl)oxy>-12-oxospiro<<4,9,14>trioxapentacyclo<9.3.3.11,8.02,4.011,15> octadecane-5,8'<4,6,10>trioxatetracyclo... (138703-10-3) + 3-desacetylazadirachtin (37294-05-6)

Guidance literature:

With sodium methylate; In methanol; for 0.666667h; Ambient temperature;

DOI:10.1016/S0040-4020(01)96211-8

upstream raw materials:

azadirachtin

Refernces

• 1、 Veitch, Gemma E.,Pinto, Andrea,Boyer, Alistair,Beckmann, Edith,Anderson, James C.,Ley, Steven V.. "Synthesis of natural products from the Indian neem tree Azadirachta indica". . p. 569 - 572. Retrieved 2008/04/12.