(+)-(3aR,9aR,9bS)-2-phenyl-6-[(R)-1-phenylethyl]-4,6,8,9,9a,9b-hexahydro-3aH-pyrrolo[3,4-f]quinoline-1,3,7-trione

Base Information

Chemical Name:(+)-(3aR,9aR,9bS)-2-phenyl-6-[(R)-1-phenylethyl]-4,6,8,9,9a,9b-hexahydro-3aH-pyrrolo[3,4-f]quinoline-1,3,7-trione
CAS No.:592512-59-9
Molecular Formula:C₂₅H₂₄N₂O₃
Molecular Weight:400.477
Hs Code.:

Synonyms:(+)-(3aR,9aR,9bS)-2-phenyl-6-[(R)-1-phenylethyl]-4,6,8,9,9a,9b-hexahydro-3aH-pyrrolo[3,4-f]quinoline-1,3,7-trione

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Chemical Property of (+)-(3aR,9aR,9bS)-2-phenyl-6-[(R)-1-phenylethyl]-4,6,8,9,9a,9b-hexahydro-3aH-pyrrolo[3,4-f]quinoline-1,3,7-trione

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Technology Process of (+)-(3aR,9aR,9bS)-2-phenyl-6-[(R)-1-phenylethyl]-4,6,8,9,9a,9b-hexahydro-3aH-pyrrolo[3,4-f]quinoline-1,3,7-trione

There total 5 articles about (+)-(3aR,9aR,9bS)-2-phenyl-6-[(R)-1-phenylethyl]-4,6,8,9,9a,9b-hexahydro-3aH-pyrrolo[3,4-f]quinoline-1,3,7-trione 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: 52.0%

: 941-69-5
N-phenyl-maleimide

: 592512-30-6
(R)-(-)-1-(1-phenylethyl)-6-vinyl-3,4-dihydro-1H-pyridin-2-one

: 592512-59-9
(+)-(3aR,9aR,9bS)-2-phenyl-6-[(R)-1-phenylethyl]-4,6,8,9,9a,9b-hexahydro-3aH-pyrrolo[3,4-f]quinoline-1,3,7-trione

: (3aS,9aS,9bR)-2-Phenyl-6-((R)-1-phenyl-ethyl)-4,6,8,9,9a,9b-hexahydro-3aH-pyrrolo[3,4-f]quinoline-1,3,7-trione

Guidance literature:: In dichloromethane; at -18 ℃; for 72h;
DOI:10.1021/jo0344687

Reference yield:

: 108-55-4
glutaric anhydride,

: 592512-59-9
(+)-(3aR,9aR,9bS)-2-phenyl-6-[(R)-1-phenylethyl]-4,6,8,9,9a,9b-hexahydro-3aH-pyrrolo[3,4-f]quinoline-1,3,7-trione

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene / 8 h / Heating

1.2: 78 percent / acetyl chloride / 8 h / Heating

2.1: LHMDS / tetrahydrofuran / 0 - 20 °C

2.2: tetrahydrofuran / -78 - 20 °C

3.1: 77 percent / aq. Na₂CO₃; (Ph₃P)2PdCl₂ / tetrahydrofuran / 1.5 h / 40 °C

4.1: benzene / 2 h / Heating

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; toluene; benzene; 3.1: Suzuki-Miyaura coupling;
DOI:10.1021/jo0344687

Reference yield:

: 3886-69-9
(R)-1-phenyl-ethyl-amine

: 592512-59-9
(+)-(3aR,9aR,9bS)-2-phenyl-6-[(R)-1-phenylethyl]-4,6,8,9,9a,9b-hexahydro-3aH-pyrrolo[3,4-f]quinoline-1,3,7-trione

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene / 8 h / Heating

1.2: 78 percent / acetyl chloride / 8 h / Heating

2.1: LHMDS / tetrahydrofuran / 0 - 20 °C

2.2: tetrahydrofuran / -78 - 20 °C

3.1: 77 percent / aq. Na₂CO₃; (Ph₃P)2PdCl₂ / tetrahydrofuran / 1.5 h / 40 °C

4.1: benzene / 2 h / Heating

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; toluene; benzene; 3.1: Suzuki-Miyaura coupling;
DOI:10.1021/jo0344687