(1R,12S)-12-Ethyl-1,2,3,4,5,7-hexahydro-1β,5β-methano-6H-azocino[4,3-b]indol-6-one

Base Information

• Chemical Name: (1R,12S)-12-Ethyl-1,2,3,4,5,7-hexahydro-1β,5β-methano-6H-azocino[4,3-b]indol-6-one
• CAS No.: 3620-81-3
• Molecular Formula: C16H18N2O
• Molecular Weight: 254.32692
• Mol file: 3620-81-3.mol

Synonyms:(1R,12S)-12-Ethyl-1,2,3,4,5,7-hexahydro-1β,5β-methano-6H-azocino[4,3-b]indol-6-one;12-Ethyl-1,2,3,4,5,7-hexahydro-N-nordasycarpidone;N-Demethyldasycarpidone;N-Nordasycarpidone

Chemical Property of (1R,12S)-12-Ethyl-1,2,3,4,5,7-hexahydro-1β,5β-methano-6H-azocino[4,3-b]indol-6-one

Chemical Property:

• Melting Point: 208 - 210 °C (acetone)
• PSA: 44.89000
• LogP: 3.36980

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (1R,12S)-12-Ethyl-1,2,3,4,5,7-hexahydro-1β,5β-methano-6H-azocino[4,3-b]indol-6-one

There total 21 articles about (1R,12S)-12-Ethyl-1,2,3,4,5,7-hexahydro-1β,5β-methano-6H-azocino[4,3-b]indol-6-one 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: 73.0%

(1RS,5RS,12SR)-benzyl 12-ethyl-6-oxo-1,2,3,4,5,6-hexahydro-1,5-methanoazocino[4,3-b]indole-carboxylate (139750-89-3) → (+/-)-nordasycarpidone (3620-81-3,33529-75-8)

Guidance literature:

With dimethylsulfide; boron trifluoride diethyl etherate; In dichloromethane; Ambient temperature;

DOI:10.1039/c39910001687

Reference yield: 9.0%

(3R,4R)-3-Ethyl-2-(1H-indol-3-yl)-piperidine-4-carboxylic acid → (+/-)-nordasycarpidone (3620-81-3,33529-75-8) + (+/-)-20-epinordasycarpidone

Guidance literature:

With PPA; at 85 - 90 ℃; for 1h;

DOI:10.1021/jo952251+

Reference yield: 9.0%

(2R,3S,4S)-3-Ethyl-2-(1H-indol-3-yl)-piperidine-4-carboxylic acid → (+/-)-nordasycarpidone (3620-81-3,33529-75-8) + (+/-)-20-epinordasycarpidone

Guidance literature:

With PPA; at 85 - 90 ℃;

DOI:10.1016/0040-4039(94)88242-8

upstream raw materials:

(1RS,5RS,12SR)-benzyl 12-ethyl-6-oxo-1,2,3,4,5,6-hexahydro-1,5-methanoazocino[4,3-b]indole-carboxylate

2-chloro-3-ethyl-4-methylpyridine

3-(3-ethyl-4-methyl-2-pyridyl)indole

methyl 2-chloro-3-ethylpyridine-4-carboxylate

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