α-ethyl-5-methyl-9-methylene-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-8-acetaldehyde ethylene acetal

Base Information

• Chemical Name: α-ethyl-5-methyl-9-methylene-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-8-acetaldehyde ethylene acetal
• CAS No.: 122490-87-3
• Molecular Formula: C₂₉H₃₄N₂O₂
• Molecular Weight: 442.601

Synonyms:

Chemical Property of α-ethyl-5-methyl-9-methylene-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-8-acetaldehyde ethylene acetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of α-ethyl-5-methyl-9-methylene-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-8-acetaldehyde ethylene acetal

There total 3 articles about α-ethyl-5-methyl-9-methylene-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-8-acetaldehyde ethylene acetal 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: 71.0%

ethylene glycol (107-21-1) + α-ethyl-5-methyl-9-methylene-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-8-acetaldehyde (122490-94-2,122490-95-3) → α-ethyl-5-methyl-9-methylene-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-8-acetaldehyde ethylene acetal (122490-87-3,122490-96-4)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 2h; Heating;

DOI:10.1016/S0040-4020(01)88507-0

Reference yield:

α-ethyl-5-methyl-9-methylene-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-8-ethanol (122490-93-1,122490-98-6) → α-ethyl-5-methyl-9-methylene-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-8-acetaldehyde ethylene acetal (122490-87-3,122490-96-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) (COCl)2, 2) TEA / 1) CH₂Cl₂, DMSO, -60 deg C, 30 min, 2) -> r.t.

2: 71 percent / pTSA / benzene / 2 h / Heating

With oxalyl dichloride; TEA; toluene-4-sulfonic acid; In benzene;

DOI:10.1016/S0040-4020(01)88507-0

Reference yield:

C28H32N2O2 (122490-81-7,122490-86-2,122565-43-9,123355-21-5) → α-ethyl-5-methyl-9-methylene-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-8-acetaldehyde ethylene acetal (122490-87-3,122490-96-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / LiAlH₄ / diethyl ether / 3 h / -22 °C

2: 1) (COCl)2, 2) TEA / 1) CH₂Cl₂, DMSO, -60 deg C, 30 min, 2) -> r.t.

3: 71 percent / pTSA / benzene / 2 h / Heating

With lithium aluminium tetrahydride; oxalyl dichloride; TEA; toluene-4-sulfonic acid; In diethyl ether; benzene;

DOI:10.1016/S0040-4020(01)88507-0

upstream raw materials:

ethylene glycol

α-ethyl-5-methyl-9-methylene-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-8-acetaldehyde

α-ethyl-5-methyl-9-methylene-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-8-ethanol

C₂₈H₃₂N₂O₂

Downstream raw materials:

(+/-)-N_b-benzyl suaveoline

C₂₇H₃₀N₂O₃

α-ethyl-5-methyl-9-formyl-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-8-acetaldehyde ethylene acetal N_b-oxide

α-ethyl-5-methyl-9-hydroxymethyl-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-8-acetaldehyde ethylene acetal

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