t-butyl endo 4-{2-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]ethyl}-4-[3-(methylthio)phenyl]piperidine-1-carboxylate

Base Information

Chemical Name:t-butyl endo 4-{2-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]ethyl}-4-[3-(methylthio)phenyl]piperidine-1-carboxylate
CAS No.:716359-88-5
Molecular Formula:C₃₄H₄₆N₄O₂S
Molecular Weight:574.831
Hs Code.:

Synonyms:t-butyl endo 4-{2-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]ethyl}-4-[3-(methylthio)phenyl]piperidine-1-carboxylate

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Chemical Property of t-butyl endo 4-{2-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]ethyl}-4-[3-(methylthio)phenyl]piperidine-1-carboxylate

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Technology Process of t-butyl endo 4-{2-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]ethyl}-4-[3-(methylthio)phenyl]piperidine-1-carboxylate

There total 6 articles about t-butyl endo 4-{2-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]ethyl}-4-[3-(methylthio)phenyl]piperidine-1-carboxylate 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: 37.3%

: 1071993-26-4
1-(8-azabicyclo[3.2.1]oct-3-yl)-2-methyl-1H-benzimidazole

: 716359-86-3
t-butyl 4-[3-(methylthio)phenyl]-4-(2-oxoethyl)piperidine-1-carboxylate

: 716359-88-5
t-butyl endo 4-{2-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]ethyl}-4-[3-(methylthio)phenyl]piperidine-1-carboxylate

Guidance literature:: With sodium tris(acetoxy)borohydride; triethylamine; In dichloromethane; at 20 ℃; for 1h; Molecular sieve;
DOI:10.1021/jm200279v

Reference yield:

: 193537-11-0
tert-butyl 4-(1-cyano-2-ethoxy-2-oxoethylidene)-4-piperidine-1-carboxylate

: 716359-88-5
t-butyl endo 4-{2-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]ethyl}-4-[3-(methylthio)phenyl]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: copper(l) iodide / tetrahydrofuran / 2 h / Inert atmosphere

2.1: water; sodium hydroxide / 2 h / 20 °C

3.1: copper(I) oxide / acetonitrile / 0.5 h / Inert atmosphere; Reflux

4.1: diisobutylaluminium hydride / dichloromethane / 0.5 h / -35 °C / Inert atmosphere

4.2: -35 °C

5.1: sodium tris(acetoxy)borohydride; triethylamine / dichloromethane / 1 h / 20 °C / Molecular sieve

With copper(I) oxide; copper(l) iodide; water; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; triethylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jm200279v

Reference yield:

: 716360-10-0
C₂₂H₃₀N₂O₄S

: 716359-88-5
t-butyl endo 4-{2-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]ethyl}-4-[3-(methylthio)phenyl]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: water; sodium hydroxide / 2 h / 20 °C

2.1: copper(I) oxide / acetonitrile / 0.5 h / Inert atmosphere; Reflux

3.1: diisobutylaluminium hydride / dichloromethane / 0.5 h / -35 °C / Inert atmosphere

3.2: -35 °C

4.1: sodium tris(acetoxy)borohydride; triethylamine / dichloromethane / 1 h / 20 °C / Molecular sieve

With copper(I) oxide; water; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; triethylamine; sodium hydroxide; In dichloromethane; acetonitrile;
DOI:10.1021/jm200279v