(3aS,7aR)-N-benzyl-3a-<3,4-(methylenedioxy)phenyl>-2,3,3a,6,7,7a-hexahydro-1H-indol-6-one

Base Information

Chemical Name:(3aS*,7aR*)-N-benzyl-3a-<3,4-(methylenedioxy)phenyl>-2,3,3a,6,7,7a-hexahydro-1H-indol-6-one
CAS No.:111923-07-0
Molecular Formula:C₂₂H₂₁NO₃
Molecular Weight:347.414
Hs Code.:

Synonyms:(3aS*,7aR*)-N-benzyl-3a-<3,4-(methylenedioxy)phenyl>-2,3,3a,6,7,7a-hexahydro-1H-indol-6-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3aS*,7aR*)-N-benzyl-3a-<3,4-(methylenedioxy)phenyl>-2,3,3a,6,7,7a-hexahydro-1H-indol-6-one

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Technology Process of (3aS*,7aR*)-N-benzyl-3a-<3,4-(methylenedioxy)phenyl>-2,3,3a,6,7,7a-hexahydro-1H-indol-6-one

There total 1 articles about (3aS*,7aR*)-N-benzyl-3a-<3,4-(methylenedioxy)phenyl>-2,3,3a,6,7,7a-hexahydro-1H-indol-6-one 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: 87.0%

: 111923-06-9
4-<2-<<(allyloxy)carbonyl>benzylamino>ethyl>-4-<3,4-(methylenedioxy)phenyl>cyclohexadienone

: 111923-07-0
(3aS*,7aR*)-N-benzyl-3a-<3,4-(methylenedioxy)phenyl>-2,3,3a,6,7,7a-hexahydro-1H-indol-6-one

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-Ethylhexanoic acid; triphenylphosphine; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1021/jo00249a011

Reference yield: 47.0%

: 111923-07-0
(3aS*,7aR*)-N-benzyl-3a-<3,4-(methylenedioxy)phenyl>-2,3,3a,6,7,7a-hexahydro-1H-indol-6-one

: 111923-09-2
(3aS*,6S*,7aR*)-N-benzyl-3a-<3,4-(methylenedioxy)phenyl>-6-hydroxy-2,3,3a,6,7,7a-hexahydro-1H-indole

: 111923-08-1
(3aS*,6R*,7aR*)-N-benzyl-3a-<3,4-(methylenedioxy)phenyl>-6-hydroxy-2,3,3a,6,7,7a-hexahydro-1H-indole

Guidance literature:: With aluminium hydride; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1021/jo00249a011

Reference yield:

: 111923-07-0
(3aS*,7aR*)-N-benzyl-3a-<3,4-(methylenedioxy)phenyl>-2,3,3a,6,7,7a-hexahydro-1H-indol-6-one

: 114635-87-9
(3aS*,6R*,7aR*)-N-benzyl-3a-<3,4-(methylenedioxy)phenyl>-6-<(tert-butyldimethylsilyl)oxy>-2,3,3a,6,7,7a-hexahydro-1H-indole

Guidance literature:: Multi-step reaction with 5 steps

1: 31 percent / AlH₃ / tetrahydrofuran / 2 h / 0 °C

2: Et₃N / tetrahydrofuran / 0.5 h / 0 °C

3: dimethylformamide / 40 h / Ambient temperature

4: K₂CO₃ / methanol / 2 h / Ambient temperature

5: 94 percent / diisopropylethylamine / CH₂Cl₂ / 0.75 h / 0 °C

With aluminium hydride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00249a011