(3aS,9bS)-6-methoxy-((S)-α-methylbenzyl)-2,3,3a,4,5,9b-[1H]-hexahydrobenz[e]isoindole-1,3-dione

Base Information

• Chemical Name: (3aS,9bS)-6-methoxy-((S)-α-methylbenzyl)-2,3,3a,4,5,9b-[1H]-hexahydrobenz[e]isoindole-1,3-dione
• CAS No.: 179240-08-5
• Molecular Formula: C₂₁H₂₁NO₃
• Molecular Weight: 335.403

Synonyms:(3aS,9bS)-6-methoxy-((S)-α-methylbenzyl)-2,3,3a,4,5,9b-[1H]-hexahydrobenz[e]isoindole-1,3-dione

Chemical Property of (3aS,9bS)-6-methoxy-((S)-α-methylbenzyl)-2,3,3a,4,5,9b-[1H]-hexahydrobenz[e]isoindole-1,3-dione

Chemical Property:

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Technology Process of (3aS,9bS)-6-methoxy-((S)-α-methylbenzyl)-2,3,3a,4,5,9b-[1H]-hexahydrobenz[e]isoindole-1,3-dione

There total 2 articles about (3aS,9bS)-6-methoxy-((S)-α-methylbenzyl)-2,3,3a,4,5,9b-[1H]-hexahydrobenz[e]isoindole-1,3-dione 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: 40.0%

(S)-1-phenyl-ethylamine (2627-86-3) + 5-methoxy-1,2,3,4-tetrahydronaphthalene-1,2-carboxylic anhydride → (3aR,9bR)-6-methoxy-((S)-α-methylbenzyl)-2,3,3a,4,5,9b-[1H]-hexahydrobenz[e]isoindole-1,3-dione (179114-90-0) + (3aS,9bS)-6-methoxy-((S)-α-methylbenzyl)-2,3,3a,4,5,9b-[1H]-hexahydrobenz[e]isoindole-1,3-dione (179240-08-5)

Guidance literature:

In xylene; Heating;

DOI:10.1021/jm990567u

Reference yield:

5-methoxy-3,4-dihydro-naphthalene-1,2-dicarboxylic acid-anhydride (859986-28-0) → (3aS,9bS)-6-methoxy-((S)-α-methylbenzyl)-2,3,3a,4,5,9b-[1H]-hexahydrobenz[e]isoindole-1,3-dione (179240-08-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 49 percent / H₂ / 10percent Pd/C / ethyl acetate / 20 h / 3040.2 Torr

2: 48 percent / xylene / Heating

With hydrogen; 10percent Pd/C; In ethyl acetate; xylene; 1: Catalytic hydrogenation / 2: Condensation;

DOI:10.1021/jm990567u

Reference yield:

(3aS,9bS)-6-methoxy-((S)-α-methylbenzyl)-2,3,3a,4,5,9b-[1H]-hexahydrobenz[e]isoindole-1,3-dione (179240-08-5) → 6-methoxy-2-(1-phenyl-ethyl)-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]isoindole

Guidance literature:

With borane; In tetrahydrofuran; for 2h; Heating;

DOI:10.1021/jm990567u

upstream raw materials:

(S)-1-phenyl-ethylamine

5-methoxy-3,4-dihydro-naphthalene-1,2-dicarboxylic acid-anhydride

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