(2R,5S,6S,11R)-8,9-dimethyl-12-oxo-2-phenyl-1-aza-3-oxa-tricyclo[7.3.0^1,5.0^6,11]dodec-8-ene

Base Information

• Chemical Name: (2R,5S,6S,11R)-8,9-dimethyl-12-oxo-2-phenyl-1-aza-3-oxa-tricyclo[7.3.0^1,5.0^6,11]dodec-8-ene
• CAS No.: 195818-99-6
• Molecular Formula: C₁₈H₂₁NO₂
• Molecular Weight: 283.37

Synonyms:(2R,5S,6S,11R)-8,9-dimethyl-12-oxo-2-phenyl-1-aza-3-oxa-tricyclo[7.3.0^1,5.0^6,11]dodec-8-ene

Chemical Property of (2R,5S,6S,11R)-8,9-dimethyl-12-oxo-2-phenyl-1-aza-3-oxa-tricyclo[7.3.0^1,5.0^6,11]dodec-8-ene

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (2R,5S,6S,11R)-8,9-dimethyl-12-oxo-2-phenyl-1-aza-3-oxa-tricyclo[7.3.0^1,5.0^6,11]dodec-8-ene

There total 6 articles about (2R,5S,6S,11R)-8,9-dimethyl-12-oxo-2-phenyl-1-aza-3-oxa-tricyclo[7.3.0^1,5.0^6,11]dodec-8-ene 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: 98.0%

(3R,7aS)-3-phenyl-3,7a-dihydro-1H-pyrrolo[1,2-c]oxazol-5-one (134107-65-6) + 2,3-dimethyl-buta-1,3-diene (513-81-5) → (2R,5S,6S,11R)-8,9-dimethyl-12-oxo-2-phenyl-1-aza-3-oxa-tricyclo[7.3.01,5.06,11]dodec-8-ene (195818-99-6)

Guidance literature:

In dichloromethane; at 25 ℃; for 24h; under 14440000 Torr;

DOI:10.1016/S0040-4020(97)00740-0

Reference yield: 94.0%

(2R,5S,6S,11S)-11-carboxyl-8,9-dimethyl-12-oxo-2-phenyl-1-aza-3-oxa-tricyclo[7.3.01,5.06,11]dodec-8-ene (195819-04-6) → (2R,5S,6S,11R)-8,9-dimethyl-12-oxo-2-phenyl-1-aza-3-oxa-tricyclo[7.3.01,5.06,11]dodec-8-ene (195818-99-6)

Guidance literature:

at 130 ℃; for 1h; under 0.5 Torr;

DOI:10.1016/S0040-4020(97)00740-0

Reference yield:

(3R,7aS)-3-phenyl-6-(phenylselanyl)tetrahydro-3H,5H-pyrrolo[1,2-c]oxazol-5-one → (2R,5S,6S,11R)-8,9-dimethyl-12-oxo-2-phenyl-1-aza-3-oxa-tricyclo[7.3.01,5.06,11]dodec-8-ene (195818-99-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / H₂O₂ / CH₂Cl₂; H₂O / 0.5 h / 20 °C / Heating

2: 98 percent / CH₂Cl₂ / 24 h / 25 °C / 14440000 Torr

With dihydrogen peroxide; In dichloromethane; water; 1: Oxidation / 2: Cycloaddition;

DOI:10.1016/S0040-4020(97)00740-0

upstream raw materials:

(2R,5S,6S,11S)-11-carboxyl-8,9-dimethyl-12-oxo-2-phenyl-1-aza-3-oxa-tricyclo[7.3.0^1,5.0^6,11]dodec-8-ene

(3R,7aS)-3-phenyl-3,7a-dihydro-1H-pyrrolo[1,2-c]oxazol-5-one

2,3-dimethyl-buta-1,3-diene

(2R,5S)-7-ethoxycarbonyl-8-oxo-2-phenyl-1-aza-3-oxa-bicyclo[3.3.0]oct-6-ene

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