Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Isopropanol | HCID 3776 | — |
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | Avermectin | HCID 6858006 | — |
| Edukt | (3S,4'S,6S,10'E,12'S,13'S,14'E,16'E,21'R,24'S)-2-butan-2-yl-21',24'-dihydroxy-12'-[(4S,5S,6S)-5-[(4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-3,11',13',22'-tetramethylspiro[2,3-dihydropyran-6,6'-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-2'-one | HCID 44372930 | — |
| Lösungsmittel | Benzene | HCID 241 | — |
| Produkt | m-Chloroperbenzoic acid | HCID 70297 | 85% |
Reaktionsschritte
A solution of 4.7 mg of 85% metachloroperbenzoic acid and 0.5 ml of fresh methylene chloride is prepared, is placed in a test tube, fitted with a septum and immersed in a dry ice acetone bath. There was added a solution of 0.5 ml of methylene chloride containing 20 mg of avermectin B1a/B1b. The reaction mixture is stirred under nitrogen at -70° C. for two hours and at -30° C. for 30 minutes. Then the reaction mixture was placed in an ice bath for 4 hr. and in a refrigerator for 2 days. The reaction mixture was placed on an 8×8 inch chromatography plate with a layer of 250 microns of silica gel and developed with 5% isopropanol in benzene three times. Two fractions are observed: the faster moving fraction weighing 6.4 mg; a slower moving fraction weighing 8.2 mg. The mass spectral and nuclear magnetic resonance analysis of both fractions indicate that the slow moving fraction was avermectin B 1a/B1b-8,9-epoxide.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US04530921 |
|---|
| Quelldatensatz | uspto-grants-1985_07 |
|---|
| ORD ID | ord-8d6b91656cdc4304a1b97c49a0284936 |
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| Quellennotiz | uspto-grants-1985_07 |
|---|
