(6S,10S,8E)-12-Benzyl-9-cyano-5-methyl-6,7,10,11-tetrahydro-6,10-epimino-5H-cyclooct[b]indole

Base Information

• Chemical Name: (6S,10S,8E)-12-Benzyl-9-cyano-5-methyl-6,7,10,11-tetrahydro-6,10-epimino-5H-cyclooct[b]indole
• CAS No.: 157402-88-5
• Molecular Formula: C₂₃H₂₁N₃
• Molecular Weight: 339.44

Synonyms:(6S,10S,8E)-12-Benzyl-9-cyano-5-methyl-6,7,10,11-tetrahydro-6,10-epimino-5H-cyclooct[b]indole

Chemical Property of (6S,10S,8E)-12-Benzyl-9-cyano-5-methyl-6,7,10,11-tetrahydro-6,10-epimino-5H-cyclooct[b]indole

Chemical Property:

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Technology Process of (6S,10S,8E)-12-Benzyl-9-cyano-5-methyl-6,7,10,11-tetrahydro-6,10-epimino-5H-cyclooct[b]indole

There total 12 articles about (6S,10S,8E)-12-Benzyl-9-cyano-5-methyl-6,7,10,11-tetrahydro-6,10-epimino-5H-cyclooct[b]indole 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%

C23H23N3O → (6S,10S,8E)-12-Benzyl-9-cyano-5-methyl-6,7,10,11-tetrahydro-6,10-epimino-5H-cyclooct[b]indole (157402-88-5)

Guidance literature:

With pyridine; trichlorophosphate; In benzene; Heating;

DOI:10.1039/c39940001559

Reference yield: 87.0%

(6S,8S,9S,10S)-12-Benzyl-9-cyano-8-hydroxy-5-methyl-6,7,8,9,10,11-hexahydro-6,10-epimino-5H-cyclooct[b]indole (189828-36-2) → (6S,10S,8E)-12-Benzyl-9-cyano-5-methyl-6,7,10,11-tetrahydro-6,10-epimino-5H-cyclooct[b]indole (157402-88-5)

Guidance literature:

With pyridine; trichlorophosphate; In benzene; for 48h; Heating;

DOI:10.1039/a606081a

Reference yield:

(1S,3S)-2-Benzyl-3-(cyanomethyl)-1-<(methoxycarbonyl)methyl>-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole (111619-15-9) → (6S,10S,8E)-12-Benzyl-9-cyano-5-methyl-6,7,10,11-tetrahydro-6,10-epimino-5H-cyclooct[b]indole (157402-88-5)

Guidance literature:

Multi-step reaction with 3 steps

1: LiNEt₂ / tetrahydrofuran; hexane / 1 h / -78 °C

2: 90 percent / NaBH₄ / methanol / 2 h / Ambient temperature

3: 87 percent / POCl₃, pyridine / benzene / 48 h / Heating

With pyridine; sodium tetrahydroborate; lithium diethylamide; trichlorophosphate; In tetrahydrofuran; methanol; hexane; benzene;

DOI:10.1039/a606081a

upstream raw materials:

C₂₃H₂₁N₃O

(6S,8S,9S,10S)-12-Benzyl-9-cyano-8-hydroxy-5-methyl-6,7,8,9,10,11-hexahydro-6,10-epimino-5H-cyclooct[b]indole

benzyl bromide

(3S)-3-amino-4-(1H-indol-3-yl)butanenitrile

Downstream raw materials:

C₂₃H₂₄N₂O

(6S,10S,8E)-12-Benzyl-5-methyl-6,7,10,11-tetrahydro-6,10-epimino-5H-cyclooctindole-9-carbaldehyde

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