(-)-(6S,10S)-5-methyl-9-(2'-ethyl-1'-hydroxy-3'-hexenyl)-12-benzyl-6,7,10,11-tetrahydro-6,10-imino-5H-cyclooct[b]indole

Base Information

• Chemical Name: (-)-(6S,10S)-5-methyl-9-(2'-ethyl-1'-hydroxy-3'-hexenyl)-12-benzyl-6,7,10,11-tetrahydro-6,10-imino-5H-cyclooct[b]indole
• CAS No.: 143064-99-7
• Molecular Formula: C₃₀H₃₆N₂O
• Molecular Weight: 440.629

Synonyms:(-)-(6S,10S)-5-methyl-9-(2'-ethyl-1'-hydroxy-3'-hexenyl)-12-benzyl-6,7,10,11-tetrahydro-6,10-imino-5H-cyclooct[b]indole

Chemical Property of (-)-(6S,10S)-5-methyl-9-(2'-ethyl-1'-hydroxy-3'-hexenyl)-12-benzyl-6,7,10,11-tetrahydro-6,10-imino-5H-cyclooct[b]indole

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of (-)-(6S,10S)-5-methyl-9-(2'-ethyl-1'-hydroxy-3'-hexenyl)-12-benzyl-6,7,10,11-tetrahydro-6,10-imino-5H-cyclooct[b]indole

There total 10 articles about (-)-(6S,10S)-5-methyl-9-(2'-ethyl-1'-hydroxy-3'-hexenyl)-12-benzyl-6,7,10,11-tetrahydro-6,10-imino-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:

3-bromo-4-heptene (143064-98-6) + (6S,10S,8E)-12-Benzyl-5-methyl-6,7,10,11-tetrahydro-6,10-epimino-5H-cyclooctindole-9-carbaldehyde (143120-74-5) → (-)-(6S,10S)-5-methyl-9-(2'-ethyl-1'-hydroxy-3'-hexenyl)-12-benzyl-6,7,10,11-tetrahydro-6,10-imino-5H-cyclooct[b]indole (143064-99-7) + (-)-(6S,10S)-5-methyl-8-(1'-ethyl-2'-pentenyl)-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-9-carboxaldehyde (143167-04-8) + (-)-(6S,10S)-5-methyl-8-(1'-ethyl-2'-pentenyl)-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-9-carboxaldehyde (143065-00-3) + (-)-(6S,10S)-5-methyl-8-(1'-ethyl-2'-pentenyl)-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-9-carboxaldehyde (143120-76-7)

Guidance literature:

With magnesium; In tetrahydrofuran; at 0 ℃; Yield given. Yields of byproduct given;

DOI:10.1021/ja00043a043

Reference yield:

(6S,10S)-(-)-5-methyl-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole (123806-87-1) → (-)-(6S,10S)-5-methyl-9-(2'-ethyl-1'-hydroxy-3'-hexenyl)-12-benzyl-6,7,10,11-tetrahydro-6,10-imino-5H-cyclooct[b]indole (143064-99-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA, KOH, 2.) LiClO₄ / 2.) dioxane, reflux

2: Mg / tetrahydrofuran / 0 °C

With potassium hydroxide; lithium perchlorate; magnesium; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1021/jo980476p

Reference yield:

3-bromo-4-heptene (143064-98-6) + (6S,10S,8E)-12-Benzyl-5-methyl-6,7,10,11-tetrahydro-6,10-epimino-5H-cyclooctindole-9-carbaldehyde (143120-74-5) → (-)-(6S,10S)-5-methyl-9-(2'-ethyl-1'-hydroxy-3'-hexenyl)-12-benzyl-6,7,10,11-tetrahydro-6,10-imino-5H-cyclooct[b]indole (143064-99-7) + (-)-(6S,10S)-5-methyl-8-(1'-ethyl-2'-pentenyl)-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-9-carboxaldehyde (143167-04-8) + (-)-(6S,10S)-5-methyl-8-(1'-ethyl-2'-pentenyl)-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-9-carboxaldehyde (143065-00-3)

Guidance literature:

With magnesium; In tetrahydrofuran; at 0 ℃; Yield given. Yields of byproduct given;

DOI:10.1021/ja00043a043

upstream raw materials:

3-bromo-4-heptene

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

(6S,10S)-(-)-5-methyl-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole

benzaldehyde

Downstream raw materials:

(-)-(6S,10S)-5-methyl-8-(1'-ethyl-2'-pentenyl)-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-9-carboxaldehyde

(-)-(6S,10S)-5-methyl-8-(1'-ethyl-2'-pentenyl)-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-9-carboxaldehyde

(-)-(6S,10S)-5-methyl-8-(1'-ethyl-2'-pentenyl)-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-9-carboxaldehyde

(-)-(6S,8S,9S,10S,1'S)-5-methyl-8-(1'-ethyl-2'-hydroxyethyl)-9-(1',3'-dioxolan-2'-yl)-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole

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