dimethyl (2aR,4aS,5S,7aS,8S,10R,10aR,10bR)-5-methoxy-3-oxo-8,10-phenylmethylenedioxy-4-methylideneneperhydronaphtho<1,8-bc:4,4a-c'>difuran-5,10a-dicarboxylate

Base Information

Chemical Name:dimethyl (2aR,4aS,5S,7aS,8S,10R,10aR,10bR)-5-methoxy-3-oxo-8,10-phenylmethylenedioxy-4-methylideneneperhydronaphtho<1,8-bc:4,4a-c'>difuran-5,10a-dicarboxylate
CAS No.:148113-84-2
Molecular Formula:C₂₆H₂₈O₁₀
Molecular Weight:500.502
Hs Code.:

dimethyl (2aR,4aS,5S,7aS,8S,10R,10aR,10bR)-5-methoxy-3-oxo-8,10-phenylmethylenedioxy-4-methylideneneperhydronaphtho<1,8-bc:4,4a-c'>difuran-5,10a-dicarboxylate

Synonyms:dimethyl (2aR,4aS,5S,7aS,8S,10R,10aR,10bR)-5-methoxy-3-oxo-8,10-phenylmethylenedioxy-4-methylideneneperhydronaphtho<1,8-bc:4,4a-c'>difuran-5,10a-dicarboxylate

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Chemical Property of dimethyl (2aR,4aS,5S,7aS,8S,10R,10aR,10bR)-5-methoxy-3-oxo-8,10-phenylmethylenedioxy-4-methylideneneperhydronaphtho<1,8-bc:4,4a-c'>difuran-5,10a-dicarboxylate

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Technology Process of dimethyl (2aR,4aS,5S,7aS,8S,10R,10aR,10bR)-5-methoxy-3-oxo-8,10-phenylmethylenedioxy-4-methylideneneperhydronaphtho<1,8-bc:4,4a-c'>difuran-5,10a-dicarboxylate

There total 10 articles about dimethyl (2aR,4aS,5S,7aS,8S,10R,10aR,10bR)-5-methoxy-3-oxo-8,10-phenylmethylenedioxy-4-methylideneneperhydronaphtho<1,8-bc:4,4a-c'>difuran-5,10a-dicarboxylate 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: 100.0%

: 138252-29-6
dimethyl (2aR,4S,4aS,5S,7aS,8S,10R,10aR,10bR)-5-methoxy-4-methyl-3-oxo-8,10-phenylmethylenedioxy-4-phenylselenenoperhydronaphtho<1,8-bc:4,4a-c'>difuran-5,10a-dicarboxylate

: 148113-84-2
dimethyl (2aR,4aS,5S,7aS,8S,10R,10aR,10bR)-5-methoxy-3-oxo-8,10-phenylmethylenedioxy-4-methylideneneperhydronaphtho<1,8-bc:4,4a-c'>difuran-5,10a-dicarboxylate

Guidance literature:: With (+)-[(8,8-dichlorocamphoryl)sulfonyl]oxaziridine; In chloroform; for 0.25h; Ambient temperature;
DOI:10.1016/0040-4039(91)80784-4

Reference yield:

: 11141-17-6,95507-03-2
azadirachtin

: 148113-84-2
dimethyl (2aR,4aS,5S,7aS,8S,10R,10aR,10bR)-5-methoxy-3-oxo-8,10-phenylmethylenedioxy-4-methylideneneperhydronaphtho<1,8-bc:4,4a-c'>difuran-5,10a-dicarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / Ag₂O

2: 82 percent / H₂ / 10percent Pd/C / methanol / 0.33 h

3: 72 percent / pyridinium chlorochromate, molecular sieves 4 Angstroem / CH₂Cl₂ / 48 h / Ambient temperature

5: 57 percent / CH₂Cl₂ / -78 °C

6: 100 percent / Davis oxaziridine / CHCl₃ / 0.25 h / Ambient temperature

With 4 A molecular sieve; hydrogen; (+)-[(8,8-dichlorocamphoryl)sulfonyl]oxaziridine; pyridinium chlorochromate; silver(l) oxide; palladium on activated charcoal; In methanol; dichloromethane; chloroform;
DOI:10.1016/0040-4039(91)80784-4

Reference yield:

: 108168-75-8
11-methoxyazadirachtin

: 148113-84-2
dimethyl (2aR,4aS,5S,7aS,8S,10R,10aR,10bR)-5-methoxy-3-oxo-8,10-phenylmethylenedioxy-4-methylideneneperhydronaphtho<1,8-bc:4,4a-c'>difuran-5,10a-dicarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / H₂ / 10percent Pd/C / methanol / 0.33 h

2: 72 percent / pyridinium chlorochromate, molecular sieves 4 Angstroem / CH₂Cl₂ / 48 h / Ambient temperature

4: 57 percent / CH₂Cl₂ / -78 °C

5: 100 percent / Davis oxaziridine / CHCl₃ / 0.25 h / Ambient temperature

With 4 A molecular sieve; hydrogen; (+)-[(8,8-dichlorocamphoryl)sulfonyl]oxaziridine; pyridinium chlorochromate; palladium on activated charcoal; In methanol; dichloromethane; chloroform;
DOI:10.1016/0040-4039(91)80784-4