5-(6'-chloro-3'-pyridyl)-N-(benzyloxycarbonyl)-2-azabicyclo[2.2.1]hept-5-ene

Base Information

Chemical Name:5-(6'-chloro-3'-pyridyl)-N-(benzyloxycarbonyl)-2-azabicyclo[2.2.1]hept-5-ene
CAS No.:223683-19-0
Molecular Formula:C₁₉H₁₇ClN₂O₂
Molecular Weight:340.809
Hs Code.:

Synonyms:5-(6'-chloro-3'-pyridyl)-N-(benzyloxycarbonyl)-2-azabicyclo[2.2.1]hept-5-ene

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Chemical Property of 5-(6'-chloro-3'-pyridyl)-N-(benzyloxycarbonyl)-2-azabicyclo[2.2.1]hept-5-ene

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Technology Process of 5-(6'-chloro-3'-pyridyl)-N-(benzyloxycarbonyl)-2-azabicyclo[2.2.1]hept-5-ene

There total 5 articles about 5-(6'-chloro-3'-pyridyl)-N-(benzyloxycarbonyl)-2-azabicyclo[2.2.1]hept-5-ene 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: 70.7%

: 5-(6'-chloro-3'-pyridyl)-N-(benzyloxycarbonyl)-2-azabicyclo[2.2.1]heptan-5-ol

: 223683-19-0
5-(6'-chloro-3'-pyridyl)-N-(benzyloxycarbonyl)-2-azabicyclo[2.2.1]hept-5-ene

Guidance literature:: With Burgess Reagent; In tetrahydrofuran; at 20 - 50 ℃; for 18h;
DOI:10.1039/b106212n

Reference yield:

: 69045-79-0
2-choro-5-iodopyridine

: 223683-19-0
5-(6'-chloro-3'-pyridyl)-N-(benzyloxycarbonyl)-2-azabicyclo[2.2.1]hept-5-ene

Guidance literature:: Multi-step reaction with 2 steps

1.1: BuLi / tetrahydrofuran; diethyl ether / 0.33 h / -78 °C

1.2: 58 percent / tetrahydrofuran; diethyl ether / 2.5 h / -78 - -50 °C

2.1: 70.7 percent / Burgess reagent / tetrahydrofuran / 18 h / 20 - 50 °C

With n-butyllithium; Burgess Reagent; In tetrahydrofuran; diethyl ether;
DOI:10.1039/b106212n

Reference yield:

: 140927-12-4
exo-2-(carbobenzyloxy)-2-azabicyclo<2.2.1>heptan-5-ol

: 223683-19-0
5-(6'-chloro-3'-pyridyl)-N-(benzyloxycarbonyl)-2-azabicyclo[2.2.1]hept-5-ene

Guidance literature:: Multi-step reaction with 3 steps

1.1: 92 percent / aq. CrO₃; H₂SO₄ / acetone / 0.5 h

2.1: BuLi / tetrahydrofuran; diethyl ether / 0.33 h / -78 °C

2.2: 58 percent / tetrahydrofuran; diethyl ether / 2.5 h / -78 - -50 °C

3.1: 70.7 percent / Burgess reagent / tetrahydrofuran / 18 h / 20 - 50 °C

With chromium(VI) oxide; n-butyllithium; Burgess Reagent; sulfuric acid; In tetrahydrofuran; diethyl ether; acetone; 1.1: Jones oxidation;
DOI:10.1039/b106212n