(±)-5-methyl-2-{5-[1-(3-phenylpyrrolidin-1-yl)cyclohexyl]thien-2-yl}oxazole

Base Information

Chemical Name:(±)-5-methyl-2-{5-[1-(3-phenylpyrrolidin-1-yl)cyclohexyl]thien-2-yl}oxazole
CAS No.:1624848-36-7
Molecular Formula:C₂₄H₂₈N₂OS
Molecular Weight:392.565
Hs Code.:

Synonyms:(±)-5-methyl-2-{5-[1-(3-phenylpyrrolidin-1-yl)cyclohexyl]thien-2-yl}oxazole

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Chemical Property of (±)-5-methyl-2-{5-[1-(3-phenylpyrrolidin-1-yl)cyclohexyl]thien-2-yl}oxazole

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Technology Process of (±)-5-methyl-2-{5-[1-(3-phenylpyrrolidin-1-yl)cyclohexyl]thien-2-yl}oxazole

There total 5 articles about (±)-5-methyl-2-{5-[1-(3-phenylpyrrolidin-1-yl)cyclohexyl]thien-2-yl}oxazole 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: 60.0%

: 1624848-72-1
1-[5-(5-methyloxazol-2-yl)thien-2-yl]cyclohexaneamine

: 125056-14-6
(±)-(1,4-dibromobutane-2-yl)benzene

: 1624848-36-7
(±)-5-methyl-2-{5-[1-(3-phenylpyrrolidin-1-yl)cyclohexyl]thien-2-yl}oxazole

Guidance literature:: With N-ethyl-N,N-diisopropylamine; potassium iodide; In acetonitrile; at 80 ℃; for 84h;
DOI:10.1002/cmdc.201402032

Reference yield:

: 873009-34-8
5-chloro-N-(prop-2-ynyl)thiophene-2-carboxamide

: 1624848-36-7
(±)-5-methyl-2-{5-[1-(3-phenylpyrrolidin-1-yl)cyclohexyl]thien-2-yl}oxazole

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid / 1,4-dioxane / 20 h / 90 °C

2.1: tert.-butyl lithium / diethyl ether; pentane / 1.5 h / -78 °C

2.2: 4 h / -78 °C

3.1: trifluoroacetic acid; sodium azide / dichloromethane / 15 h / 0 - 25 °C

4.1: lithium aluminium tetrahydride / diethyl ether / 5 h / 0 - 25 °C

5.1: potassium iodide; N-ethyl-N,N-diisopropylamine / acetonitrile / 84 h / 80 °C

With lithium aluminium tetrahydride; sodium azide; tert.-butyl lithium; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; potassium iodide; In 1,4-dioxane; diethyl ether; dichloromethane; acetonitrile; pentane;
DOI:10.1002/cmdc.201402032

Reference yield:

: 1624848-82-3
2-(5-chlorothien-2-yl)-5-methyloxazole

: 1624848-36-7
(±)-5-methyl-2-{5-[1-(3-phenylpyrrolidin-1-yl)cyclohexyl]thien-2-yl}oxazole

Guidance literature:: Multi-step reaction with 4 steps

1.1: tert.-butyl lithium / diethyl ether; pentane / 1.5 h / -78 °C

1.2: 4 h / -78 °C

2.1: trifluoroacetic acid; sodium azide / dichloromethane / 15 h / 0 - 25 °C

3.1: lithium aluminium tetrahydride / diethyl ether / 5 h / 0 - 25 °C

4.1: potassium iodide; N-ethyl-N,N-diisopropylamine / acetonitrile / 84 h / 80 °C

With lithium aluminium tetrahydride; sodium azide; tert.-butyl lithium; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; potassium iodide; In diethyl ether; dichloromethane; acetonitrile; pentane;
DOI:10.1002/cmdc.201402032