(-)-(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

Base Information

• Chemical Name: (-)-(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
• CAS No.: 143120-76-7
• Molecular Formula: C₃₀H₃₆N₂O
• Molecular Weight: 440.629

Synonyms:(-)-(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

Chemical Property of (-)-(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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(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

There total 7 articles about (-)-(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 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:

(-)-(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 18-crown-6 ether; potassium hydride; In 1,4-dioxane; at 150 ℃; Yield given. Yields of byproduct given;

DOI:10.1021/ja00043a043

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:

3-bromo-4-heptene (143064-98-6) → (-)-(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:

Multi-step reaction with 2 steps

1: 1) magnesium / 1) THF, 2) 0 deg C, 2 h

2: KH, 18-crown-6 ether / dioxane / a) r.t., 2 h, b) cumene, reflux, 14 h

With 18-crown-6 ether; potassium hydride; magnesium; In 1,4-dioxane;

DOI:10.1021/jo00055a019

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

trans-2-pentenal

Downstream raw materials:

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

C₂₇H₃₀N₂O₂

(-)-N_b-benzylsuaveoline

(-)-(6S,8S,9S,10S,1'R)-5-methyl-8-(1'-ethyl-2'-oxoethyl)-9-(1',3'-dioxolan-2'-yl)-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooct[b]indole

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