(3aS^*R^*,6aS^*R^*,11bS^*R^*)-6-Cinnamyliden-3a,6,6a,7-Tetrahydro-3a-methyl-1H-pyrrolo<2,3-d>carbazol-2(3H),5(4H)-dion

Base Information

• Chemical Name: (3aS^*R^*,6aS^*R^*,11bS^*R^*)-6-Cinnamyliden-3a,6,6a,7-Tetrahydro-3a-methyl-1H-pyrrolo<2,3-d>carbazol-2(3H),5(4H)-dion
• CAS No.: 88110-04-7
• Molecular Formula: C₂₄H₂₂N₂O₂
• Molecular Weight: 370.451

Synonyms:(3aS^*R^*,6aS^*R^*,11bS^*R^*)-6-Cinnamyliden-3a,6,6a,7-Tetrahydro-3a-methyl-1H-pyrrolo<2,3-d>carbazol-2(3H),5(4H)-dion

Chemical Property of (3aS^*R^*,6aS^*R^*,11bS^*R^*)-6-Cinnamyliden-3a,6,6a,7-Tetrahydro-3a-methyl-1H-pyrrolo<2,3-d>carbazol-2(3H),5(4H)-dion

Chemical Property:

Purity/Quality:

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Technology Process of (3aS^*R^*,6aS^*R^*,11bS^*R^*)-6-Cinnamyliden-3a,6,6a,7-Tetrahydro-3a-methyl-1H-pyrrolo<2,3-d>carbazol-2(3H),5(4H)-dion

There total 11 articles about (3aS^*R^*,6aS^*R^*,11bS^*R^*)-6-Cinnamyliden-3a,6,6a,7-Tetrahydro-3a-methyl-1H-pyrrolo<2,3-d>carbazol-2(3H),5(4H)-dion 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: 93.0%

(3aS*R*,6aS*R*,11bS*R*)-3a,6,6a,7-Tetrahydro-3a-methyl-1H-pyrrolo<2,3-d>carbazol-2-(3H),5(4H)-dion (88110-01-4) + 3-phenyl-propenal (104-55-2) → (3aS*R*,6aS*R*,11bS*R*)-6-Cinnamyliden-3a,6,6a,7-Tetrahydro-3a-methyl-1H-pyrrolo<2,3-d>carbazol-2(3H),5(4H)-dion (88110-04-7)

Guidance literature:

With sodium ethanolate; In ethanol; for 4h;

DOI:10.1002/jlac.198319831010

Reference yield: 75.0%

(3aS*R*,6aS*R*,11bS*R*)-7-Acetyl-3a,6,6a,7-tetrahydro-3a-methyl-1H-pyrrolo<2,3-d>carbazol-2(3H),5(4H)-dion (88110-08-1) + 3-phenyl-propenal (104-55-2) → (3aS*R*,6aS*R*,11bS*R*)-6-Cinnamyliden-3a,6,6a,7-Tetrahydro-3a-methyl-1H-pyrrolo<2,3-d>carbazol-2(3H),5(4H)-dion (88110-04-7)

Guidance literature:

With sodium ethanolate; In ethanol; for 0.333333h; Heating;

DOI:10.1002/jlac.198319831010

Reference yield:

2-methyl-3-indoleacetic acid (1912-43-2) → (3aS*R*,6aS*R*,11bS*R*)-6-Cinnamyliden-3a,6,6a,7-Tetrahydro-3a-methyl-1H-pyrrolo<2,3-d>carbazol-2(3H),5(4H)-dion (88110-04-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 73 percent / conc. H₂SO₄ / 1 h

2: 68 percent / conc. HCl / 0.5 h

3: 19 percent / HCl / methanol / 48 h / Ambient temperature

4: 64 percent / NaOMe, NH₃(gas) / methanol / 1008 h / Ambient temperature

5: 62 percent / sodium acetate, hippuric acid / 0.25 h / Heating

6: 75 percent / NaOEt / ethanol / 0.33 h / Heating

With Hippuric Acid; hydrogenchloride; sulfuric acid; ammonia; sodium methylate; sodium ethanolate; sodium acetate; In methanol; ethanol;

DOI:10.1002/jlac.198319831010

upstream raw materials:

(3aS^*R^*,6aS^*R^*,11bS^*R^*)-7-Acetyl-3a,6,6a,7-tetrahydro-3a-methyl-1H-pyrrolo<2,3-d>carbazol-2(3H),5(4H)-dion

3-phenyl-propenal

(3aS^*R^*,6aS^*R^*,11bS^*R^*)-3a,6,6a,7-Tetrahydro-3a-methyl-1H-pyrrolo<2,3-d>carbazol-2-(3H),5(4H)-dion

2-(2-methyl-1H-indol-3-yl)acetonitrile

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