5-(3,3-dimethylbut-1-ynyl)-3-((R)-N-((1R,4S)-4-hydroxy-4-(((S)-tetrahydrofuran-3-yloxy)methyl)cyclohexyl)-4-methylcyclohex-3-enecarboxamido)thiophene-2-carboxylic acid

Base Information

Chemical Name:5-(3,3-dimethylbut-1-ynyl)-3-((R)-N-((1R,4S)-4-hydroxy-4-(((S)-tetrahydrofuran-3-yloxy)methyl)cyclohexyl)-4-methylcyclohex-3-enecarboxamido)thiophene-2-carboxylic acid
CAS No.:1314795-05-5
Molecular Formula:C₃₀H₄₃NO₆S
Molecular Weight:545.741
Hs Code.:

5-(3,3-dimethylbut-1-ynyl)-3-((R)-N-((1R,4S)-4-hydroxy-4-(((S)-tetrahydrofuran-3-yloxy)methyl)cyclohexyl)-4-methylcyclohex-3-enecarboxamido)thiophene-2-carboxylic acid

Synonyms:5-(3,3-dimethylbut-1-ynyl)-3-((R)-N-((1R,4S)-4-hydroxy-4-(((S)-tetrahydrofuran-3-yloxy)methyl)cyclohexyl)-4-methylcyclohex-3-enecarboxamido)thiophene-2-carboxylic acid

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Chemical Property of 5-(3,3-dimethylbut-1-ynyl)-3-((R)-N-((1R,4S)-4-hydroxy-4-(((S)-tetrahydrofuran-3-yloxy)methyl)cyclohexyl)-4-methylcyclohex-3-enecarboxamido)thiophene-2-carboxylic acid

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Technology Process of 5-(3,3-dimethylbut-1-ynyl)-3-((R)-N-((1R,4S)-4-hydroxy-4-(((S)-tetrahydrofuran-3-yloxy)methyl)cyclohexyl)-4-methylcyclohex-3-enecarboxamido)thiophene-2-carboxylic acid

There total 13 articles about 5-(3,3-dimethylbut-1-ynyl)-3-((R)-N-((1R,4S)-4-hydroxy-4-(((S)-tetrahydrofuran-3-yloxy)methyl)cyclohexyl)-4-methylcyclohex-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: 63.0%

: 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

: 86087-23-2,84921-89-1,864447-89-2
(S)-3-hydroxytetyrahydrofurane

: 1314795-05-5
5-(3,3-dimethylbut-1-ynyl)-3-((R)-N-((1R,4S)-4-hydroxy-4-(((S)-tetrahydrofuran-3-yloxy)methyl)cyclohexyl)-4-methylcyclohex-3-enecarboxamido)thiophene-2-carboxylic acid

Guidance literature:: (S)-3-hydroxytetyrahydrofurane; With potassium tert-butylate; In 1-methyl-pyrrolidin-2-one; at 0 ℃; for 0.0333333h;

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; In 1-methyl-pyrrolidin-2-one; at 40 ℃; for 16h;
DOI:10.1021/jm401420j

Reference yield:

: 1263101-80-9
5-(3,3-dimethyl-but-1-ynyl)-3-(1,4-dioxa-spiro[4.5]dec-8-ylamino)-thiophene-2-carboxylic acid methyl ester

: 1314795-05-5
5-(3,3-dimethylbut-1-ynyl)-3-((R)-N-((1R,4S)-4-hydroxy-4-(((S)-tetrahydrofuran-3-yloxy)methyl)cyclohexyl)-4-methylcyclohex-3-enecarboxamido)thiophene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium phosphate / dichloromethane / 6 h / 80 °C / Inert atmosphere

2.1: hydrogenchloride / tetrahydrofuran / 2 h / 45 °C

3.1: sodium hydride / mineral oil; dimethyl sulfoxide / 0.33 h / 20 °C

3.2: 0.75 h

4.1: lithium hydroxide / tetrahydrofuran; water / 16.5 h / 20 °C

5.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 0.03 h / 0 °C

5.2: 16 h / 40 °C

With hydrogenchloride; potassium phosphate; potassium tert-butylate; sodium hydride; lithium hydroxide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; water; dimethyl sulfoxide; mineral oil; 2.1: |Weinreb Ketone Synthesis;
DOI:10.1021/jm401420j

Reference yield:

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

: 1314795-05-5
5-(3,3-dimethylbut-1-ynyl)-3-((R)-N-((1R,4S)-4-hydroxy-4-(((S)-tetrahydrofuran-3-yloxy)methyl)cyclohexyl)-4-methylcyclohex-3-enecarboxamido)thiophene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: oxalyl dichloride; potassium phosphate / dichloromethane; N,N-dimethyl-formamide / 1 h / 0 - 20 °C

2.1: potassium phosphate / dichloromethane / 6 h / 80 °C / Inert atmosphere

3.1: hydrogenchloride / tetrahydrofuran / 2 h / 45 °C

4.1: sodium hydride / mineral oil; dimethyl sulfoxide / 0.33 h / 20 °C

4.2: 0.75 h

5.1: lithium hydroxide / tetrahydrofuran; water / 16.5 h / 20 °C

6.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 0.03 h / 0 °C

6.2: 16 h / 40 °C

With hydrogenchloride; potassium phosphate; oxalyl dichloride; potassium tert-butylate; sodium hydride; lithium hydroxide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil; 3.1: |Weinreb Ketone Synthesis;
DOI:10.1021/jm401420j