(1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid [(R)-2-hydroxy-1-(2-methoxy-4-pent-1-ynyl-phenyl)ethyl]amide

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Chemical Name:(1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid [(R)-2-hydroxy-1-(2-methoxy-4-pent-1-ynyl-phenyl)ethyl]amide
CAS No.:1286280-40-7
Molecular Formula:C₂₂H₂₅NO₃S
Molecular Weight:383.511
Hs Code.:

Synonyms:(1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid [(R)-2-hydroxy-1-(2-methoxy-4-pent-1-ynyl-phenyl)ethyl]amide

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Chemical Property of (1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid [(R)-2-hydroxy-1-(2-methoxy-4-pent-1-ynyl-phenyl)ethyl]amide

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Technology Process of (1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid [(R)-2-hydroxy-1-(2-methoxy-4-pent-1-ynyl-phenyl)ethyl]amide

There total 9 articles about (1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid [(R)-2-hydroxy-1-(2-methoxy-4-pent-1-ynyl-phenyl)ethyl]amide 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: 31.0%

: 627-19-0
1-Pentyne

: 1286280-71-4
trifluoro-methanesulfonic acid 4-{(R)-2-hydroxy-1-[((1S,2S)-2-thiophen-2-yl-cyclopropanecarbonyl)amino]ethyl}3-methoxy-phenyl ester

: 1286280-40-7
(1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid [(R)-2-hydroxy-1-(2-methoxy-4-pent-1-ynyl-phenyl)ethyl]amide

Guidance literature:: With propylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 80 ℃; for 53h;

Reference yield:

: 1286280-67-8
[(R)-2-hydroxy-1-(4-hydroxy-2-methoxy-phenyl)ethyl]carbamic acid benzyl ester

: 1286280-40-7
(1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid [(R)-2-hydroxy-1-(2-methoxy-4-pent-1-ynyl-phenyl)ethyl]amide

Guidance literature:: Multi-step reaction with 6 steps

1: 1H-imidazole / dichloromethane / 24 h / 20 °C

2: hydrogen / palladium on carbon / methanol / 760.05 Torr

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / 20 °C / Cooling with ice; Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C

5: triethylamine / tetrahydrofuran

6: propylamine; copper(l) iodide / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 53 h / 80 °C

With 1H-imidazole; propylamine; copper(l) iodide; tetrabutyl ammonium fluoride; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium on carbon; In tetrahydrofuran; methanol; dichloromethane; toluene;

Reference yield:

: 1213318-24-1
4-((R)-1-amino-2-hydroxy-ethyl)-3-methoxy-phenol

: 1286280-40-7
(1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid [(R)-2-hydroxy-1-(2-methoxy-4-pent-1-ynyl-phenyl)ethyl]amide

Guidance literature:: Multi-step reaction with 7 steps

1: sodium hydrogencarbonate / water; tetrahydrofuran / 20 °C

2: 1H-imidazole / dichloromethane / 24 h / 20 °C

3: hydrogen / palladium on carbon / methanol / 760.05 Torr

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / 20 °C / Cooling with ice; Inert atmosphere

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C

6: triethylamine / tetrahydrofuran

7: propylamine; copper(l) iodide / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 53 h / 80 °C

With 1H-imidazole; propylamine; copper(l) iodide; tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium on carbon; In tetrahydrofuran; methanol; dichloromethane; water; toluene;