5-(3,3-dimethylbut-1-yn-1-yl)-3-((R)-4-methyl-N-((3S,6S)-1-oxaspiro[2.5]octan-6-yl)cyclohex-3-enecarboxamido)thiophene-2-carboxylic acid

Base Information

Chemical Name:5-(3,3-dimethylbut-1-yn-1-yl)-3-((R)-4-methyl-N-((3S,6S)-1-oxaspiro[2.5]octan-6-yl)cyclohex-3-enecarboxamido)thiophene-2-carboxylic acid
CAS No.:1485471-12-2
Molecular Formula:C₂₆H₃₃NO₄S
Molecular Weight:455.618
Hs Code.:

Synonyms:5-(3,3-dimethylbut-1-yn-1-yl)-3-((R)-4-methyl-N-((3S,6S)-1-oxaspiro[2.5]octan-6-yl)cyclohex-3-enecarboxamido)thiophene-2-carboxylic acid

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Chemical Property of 5-(3,3-dimethylbut-1-yn-1-yl)-3-((R)-4-methyl-N-((3S,6S)-1-oxaspiro[2.5]octan-6-yl)cyclohex-3-enecarboxamido)thiophene-2-carboxylic acid

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Technology Process of 5-(3,3-dimethylbut-1-yn-1-yl)-3-((R)-4-methyl-N-((3S,6S)-1-oxaspiro[2.5]octan-6-yl)cyclohex-3-enecarboxamido)thiophene-2-carboxylic acid

There total 18 articles about 5-(3,3-dimethylbut-1-yn-1-yl)-3-((R)-4-methyl-N-((3S,6S)-1-oxaspiro[2.5]octan-6-yl)cyclohex-3-enecarboxamido)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:

: 5-(3,3-dimethyl-but-1-ynyl)-3-[((1R)-4-methyl-cyclohex-3-enecarbonyl)-(1-oxa-spiro[2.5]oct-6-yl)-amino]thiophene-2-carboxylic acid methyl ester

: 1485471-12-2
5-(3,3-dimethylbut-1-yn-1-yl)-3-((R)-4-methyl-N-((3S,6S)-1-oxaspiro[2.5]octan-6-yl)cyclohex-3-enecarboxamido)thiophene-2-carboxylic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 16.5h;
DOI:10.1021/jm401420j

Reference yield:

: 121424-36-0
(+)-(1R)-4-methyl-cyclohex-3-enecarboxylic acid

: 1485471-12-2
5-(3,3-dimethylbut-1-yn-1-yl)-3-((R)-4-methyl-N-((3S,6S)-1-oxaspiro[2.5]octan-6-yl)cyclohex-3-enecarboxamido)thiophene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium phosphate; N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 2 h / 0 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine / 1,2-dichloro-ethane / 0.42 h / 0 - 20 °C

3.1: hydrogenchloride; water / tetrahydrofuran / 1.5 h / 45 °C

4.1: sodium hydride / dimethyl sulfoxide / 1 h / 20 °C / Cooling with ice

4.2: 0.75 h / 20 °C

5.1: lithium diisopropyl amide / tetrahydrofuran / 2 h / -78 - -70 °C

5.2: 0.17 h / -70 - -40 °C

With hydrogenchloride; potassium phosphate; oxalyl dichloride; water; sodium hydride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane;

Reference yield:

: 1314795-37-3
(1R)-4-methylcyclohex-3-enecarboxylic acid chloride

: 1485471-12-2
5-(3,3-dimethylbut-1-yn-1-yl)-3-((R)-4-methyl-N-((3S,6S)-1-oxaspiro[2.5]octan-6-yl)cyclohex-3-enecarboxamido)thiophene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine / 1,2-dichloro-ethane / 0.42 h / 0 - 20 °C

2.1: hydrogenchloride; water / tetrahydrofuran / 1.5 h / 45 °C

3.1: sodium hydride / dimethyl sulfoxide / 1 h / 20 °C / Cooling with ice

3.2: 0.75 h / 20 °C

4.1: lithium diisopropyl amide / tetrahydrofuran / 2 h / -78 - -70 °C

4.2: 0.17 h / -70 - -40 °C

With hydrogenchloride; water; sodium hydride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; dimethyl sulfoxide; 1,2-dichloro-ethane;