Avermectin B1a synthesis
- Product Name:Avermectin B1a
- CAS Number:65195-55-3
- Molecular formula:C48H72O14
- Molecular Weight:873.09
![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
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65195-55-3
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Yield:-
Steps:
Multi-step reaction with 25 steps
1: 1.) Ph3P; 2.) n-BuLi / 1.) CH2Cl2; 2.) THF
2: Me3SiBr / CH2Cl2 / -30 °C
3: Et3N, DMAP / CH2Cl2
4: 1.) n-BuLi, PPTS; 2.) H2, pyridine; 3.) BF3*Et2O / 2.) Pd/BaSO4-C / 1.) Et2O, -78 deg C; 2.) EtOAc; 3.) THF
5: 87 percent / n-Bu4NF / tetrahydrofuran
6: 85 percent / Ph3P / tetrahydrofuran
7: 90 percent / m-CPBA / CH2Cl2 / -10 °C
8: 1.) n-BuLi; 2.) Na-Hg, KH2PO4 / 1.) THF, -78 deg C; 2.) MeOH, THF
9: 95 percent / n-Bu4NF / tetrahydrofuran
10: 75 percent / Li/NH3
11: 78 percent / Et3N / CH2Cl2
12: 90 percent / imidazole, DMAP / dimethylformamide
13: 80 percent / NaOMe / methanol; CH2Cl2
14: 83 percent / n-Bu3P / tetrahydrofuran
15: 96 percent / m-CPBA / CH2Cl2
16: 47 percent / n-BuLi / tetrahydrofuran / -78 °C
17: 1.) SOCl2; 2.) Na-Hg / 1.) pyridine, methanol
18: 85 percent / n-Bu4NF / tetrahydrofuran
19: 72 percent / KOH / H2O; tetrahydrofuran
20: 30 percent / DCC, DMAP / CH2Cl2
21: 91 percent / imidazole / dimethylformamide
22: 72 percent / AgOTf / CH2Cl2; toluene
23: 96 percent / Et3N, DMAP / CH2Cl2
24: 1.) LDA, Me3SiCl; 2.) AcOH / 1.) THF, -78 deg C; 2.) THF, -78 deg C then r.t.
25: 90 percent / n-Bu4NF / tetrahydrofuran
References:
Hanessian;Ugolini;Dube;et al. [Journal of the American Chemical Society,1986,vol. 108,# 10,p. 2776 - 2778]
1000210-73-0
0 suppliers
inquiry
65195-55-3
180 suppliers
$49.00/1mg
1000210-73-0
0 suppliers
inquiry
65195-55-3
180 suppliers
$49.00/1mg
1000210-73-0
0 suppliers
inquiry
65195-55-3
180 suppliers
$49.00/1mg
1000210-73-0
0 suppliers
inquiry
65195-55-3
180 suppliers
$49.00/1mg