3-((S)-3-amino-6-cyclohexyl-2-oxo-piperidin-1-yl)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic acid

Base Information

Chemical Name:3-((S)-3-amino-6-cyclohexyl-2-oxo-piperidin-1-yl)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic acid
CAS No.:1356457-04-9
Molecular Formula:C₂₂H₃₀N₂O₃S
Molecular Weight:402.558
Hs Code.:

Synonyms:3-((S)-3-amino-6-cyclohexyl-2-oxo-piperidin-1-yl)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic acid

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Chemical Property of 3-((S)-3-amino-6-cyclohexyl-2-oxo-piperidin-1-yl)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic acid

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Technology Process of 3-((S)-3-amino-6-cyclohexyl-2-oxo-piperidin-1-yl)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic acid

There total 12 articles about 3-((S)-3-amino-6-cyclohexyl-2-oxo-piperidin-1-yl)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic acid 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:

: 1356457-54-9
3-((S)-3-azido-6-cyclohexyl-2-oxopiperidin-1-yl)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic acid methyl ester

: 1356457-04-9
3-((S)-3-amino-6-cyclohexyl-2-oxo-piperidin-1-yl)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic acid

Guidance literature:: 3-((S)-3-azido-6-cyclohexyl-2-oxopiperidin-1-yl)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic acid methyl ester; With tin(ll) chloride; In methanol; at 20 ℃; for 18h;

With lithium hydroxide monohydrate; water; In tetrahydrofuran; methanol; at 50 ℃; for 0.333333h;

With hydrogenchloride; In water; pH=5;

Reference yield:

: 917-92-0
3,3-Dimethylbut-1-yne

: 1356457-04-9
3-((S)-3-amino-6-cyclohexyl-2-oxo-piperidin-1-yl)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: triethylamine; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; copper(l) iodide / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / N,N-dimethyl-formamide / 48 h / 70 °C / Inert atmosphere; Sealed

1.2: pH 4

2.1: n-butyllithium / n-heptane; tetrahydrofuran / 1 h / -78 °C

2.2: 2 h / -78 - 20 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 20 °C

4.1: potassium carbonate; copper(l) iodide / 1,4-dioxane / 48 h / 110 °C / Inert atmosphere

5.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -78 °C

5.2: 3 h / -78 °C

6.1: phosphorus tribromide / dichloromethane / 18 h / 20 °C

7.1: sodium azide / N,N-dimethyl-formamide / 18 h / 65 °C

8.1: tin(ll) chloride / methanol / 18 h / 20 °C

8.2: 0.33 h / 50 °C

8.3: pH 5

With copper(l) iodide; n-butyllithium; sodium azide; sodium hexamethyldisilazane; phosphorus tribromide; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; tin(ll) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; n-heptane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 7311-63-9
5-bromothiophene-2-carboxylic acid

: 1356457-04-9
3-((S)-3-amino-6-cyclohexyl-2-oxo-piperidin-1-yl)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: triethylamine; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; copper(l) iodide / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / N,N-dimethyl-formamide / 48 h / 70 °C / Inert atmosphere; Sealed

1.2: pH 4

2.1: n-butyllithium / n-heptane; tetrahydrofuran / 1 h / -78 °C

2.2: 2 h / -78 - 20 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 20 °C

4.1: potassium carbonate; copper(l) iodide / 1,4-dioxane / 48 h / 110 °C / Inert atmosphere

5.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -78 °C

5.2: 3 h / -78 °C

6.1: phosphorus tribromide / dichloromethane / 18 h / 20 °C

7.1: sodium azide / N,N-dimethyl-formamide / 18 h / 65 °C

8.1: tin(ll) chloride / methanol / 18 h / 20 °C

8.2: 0.33 h / 50 °C

8.3: pH 5

With copper(l) iodide; n-butyllithium; sodium azide; sodium hexamethyldisilazane; phosphorus tribromide; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; tin(ll) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; n-heptane; dichloromethane; N,N-dimethyl-formamide;