2,8-dimethyl-4,10-bis(phenylselenyl)-6,12-dihydro-5,11-methanodibenzo[b,f][1,5]diazocine

Base Information

Chemical Name:2,8-dimethyl-4,10-bis(phenylselenyl)-6,12-dihydro-5,11-methanodibenzo[b,f][1,5]diazocine
CAS No.:1381787-79-6
Molecular Formula:C₂₉H₂₆N₂Se₂
Molecular Weight:560.459
Hs Code.:

Synonyms:2,8-dimethyl-4,10-bis(phenylselenyl)-6,12-dihydro-5,11-methanodibenzo[b,f][1,5]diazocine

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Chemical Property of 2,8-dimethyl-4,10-bis(phenylselenyl)-6,12-dihydro-5,11-methanodibenzo[b,f][1,5]diazocine

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Technology Process of 2,8-dimethyl-4,10-bis(phenylselenyl)-6,12-dihydro-5,11-methanodibenzo[b,f][1,5]diazocine

There total 3 articles about 2,8-dimethyl-4,10-bis(phenylselenyl)-6,12-dihydro-5,11-methanodibenzo[b,f][1,5]diazocine 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: 80.0%

: 5707-04-0
Phenylselenyl chloride

: 614290-27-6,1042269-17-9,1042269-27-1
(+/-)-4,10-dibromo-2,8-dimethyl-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine

: 1381787-79-6
2,8-dimethyl-4,10-bis(phenylselenyl)-6,12-dihydro-5,11-methanodibenzo[b,f][1,5]diazocine

Guidance literature:: (+/-)-4,10-dibromo-2,8-dimethyl-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

Phenylselenyl chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 20h; Inert atmosphere;
DOI:10.1039/c2dt30509g

Reference yield: 70.0%

: 5707-04-0
Phenylselenyl chloride

: 1619230-61-3,1619230-62-4
(S_S,S_S,5R,11R)-2,8-dimethyl-4,10-bis(p-tolylsulfinyl)-6,12-dihydro-5,11-methanodibenzo[b,f][1,5]diazocine

: 1381787-79-6,1619230-57-7
(5R,11R)-2,8-dimethyl-4,10-bis(phenylselanyl)-6,12-dihydro-5,11-methanodibenzo[b,f][1,5]diazocine

Guidance literature:: (S_S,S_S,5R,11R)-2,8-dimethyl-4,10-bis(p-tolylsulfinyl)-6,12-dihydro-5,11-methanodibenzo[b,f][1,5]diazocine; With n-butyllithium; iodobenzene; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 0.166667h; Schlenk technique; Inert atmosphere;

Phenylselenyl chloride; In tetrahydrofuran; diethyl ether; hexane; at -78 - 20 ℃; Schlenk technique; Inert atmosphere;
DOI:10.1039/c4cc03963g

Reference yield:

: rac-4,10-dibromo-2,8-dimethyl-6,12-dihydro-5,11-methanodibenzo[b,f][1,5]diazocine

: 1381787-79-6,1619230-57-7
(5R,11R)-2,8-dimethyl-4,10-bis(phenylselanyl)-6,12-dihydro-5,11-methanodibenzo[b,f][1,5]diazocine

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.08 h / -78 °C / Schlenk technique; Inert atmosphere

1.2: -78 - 20 °C / Schlenk technique; Inert atmosphere

2.1: n-butyllithium; iodobenzene / hexane; tetrahydrofuran; diethyl ether / 0.17 h / -78 °C / Schlenk technique; Inert atmosphere

2.2: -78 - 20 °C / Schlenk technique; Inert atmosphere

With n-butyllithium; iodobenzene; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1039/c4cc03963g