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

Base Information

• Chemical Name: 5-methyl-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole
• CAS No.: 22282-00-4
• Molecular Formula: C₂₂H₂₂N₂O
• Molecular Weight: 330.429

Synonyms:5-methyl-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole

Chemical Property of 5-methyl-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole

Chemical Property:

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Technology Process of 5-methyl-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole

There total 19 articles about 5-methyl-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole 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: 90.0%

methyl 5-methyl-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole-8-carboxylate (2738-25-2,123806-88-2,123806-89-3) → (+/)-5-Methyl-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole (22282-00-4,122490-82-8,123806-87-1)

Guidance literature:

With hydrogenchloride; acetic acid; In water; for 7h; Heating;

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

Reference yield: 89.7%

methyl 5-methyl-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole-8-carboxylate (2738-25-2) → 5-methyl-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole (22282-00-4)

Guidance literature:

With hydrogenchloride; water; acetic acid; for 6h; Heating;

DOI:10.1021/ja00342a045

Reference yield: 73.0%

(endo)-12-Benzyl-5-methyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooct[b]indol-9-ol → 5-methyl-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole (22282-00-4)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -60 - 20 ℃; for 0.366667h;

DOI:10.1055/s-2000-6350

upstream raw materials:

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

benzoyl chloride

benzaldehyde

N_a-methyl tryptophan methyl ester

Downstream raw materials:

12-benzyl-5-methyl-5,6,7,8,10,11-hexahydro-spiro[6,10-epiazano-cycloocta[b]indole-9,2'-oxirane]

5-methyl-12-benzoyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole

5-methyl-11-hydroxy-12-benzoyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole

5-methyl-12-benzoyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindol-11-one

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