ethyl 3-(5-amidino-1-benzothien-2-yl)-2-{4-[(3S)-pyrrolidin-3-yloxy]phenyl}propanoate

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Chemical Name:ethyl 3-(5-amidino-1-benzothien-2-yl)-2-{4-[(3S)-pyrrolidin-3-yloxy]phenyl}propanoate
CAS No.:794467-37-1
Molecular Formula:C₂₄H₂₇N₃O₃S
Molecular Weight:437.563
Hs Code.:

Synonyms:ethyl 3-(5-amidino-1-benzothien-2-yl)-2-{4-[(3S)-pyrrolidin-3-yloxy]phenyl}propanoate

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Chemical Property of ethyl 3-(5-amidino-1-benzothien-2-yl)-2-{4-[(3S)-pyrrolidin-3-yloxy]phenyl}propanoate

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Technology Process of ethyl 3-(5-amidino-1-benzothien-2-yl)-2-{4-[(3S)-pyrrolidin-3-yloxy]phenyl}propanoate

There total 5 articles about ethyl 3-(5-amidino-1-benzothien-2-yl)-2-{4-[(3S)-pyrrolidin-3-yloxy]phenyl}propanoate 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: 83.0%

: 701305-27-3
ethyl 2-(4-{[(3S)-1-(tert-butoxycarbonyl)pyrrolidin-3-yl]oxy}phenyl)-3-(5-cyano-1-benzothien-2-yl)propanoate

: 794467-37-1
ethyl 3-(5-amidino-1-benzothien-2-yl)-2-{4-[(3S)-pyrrolidin-3-yloxy]phenyl}propanoate

Guidance literature:: ethyl 2-(4-{[(3S)-1-(tert-butoxycarbonyl)pyrrolidin-3-yl]oxy}phenyl)-3-(5-cyano-1-benzothien-2-yl)propanoate; With hydrogenchloride; ethanol; at 20 ℃; for 24h;

With ammonia; In ethanol; at 20 ℃; for 24h;
DOI:10.1016/j.bmc.2004.02.032

Reference yield:

: 105191-15-9
2-(hydroxymethyl)benzo[b]thiophene-5-carbonitrile

: 794467-37-1
ethyl 3-(5-amidino-1-benzothien-2-yl)-2-{4-[(3S)-pyrrolidin-3-yloxy]phenyl}propanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: SOCl₂; pyridine / diethyl ether / 2 h / 20 °C

2.1: 6.3 g / xylene / 10 h / Heating

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / ethanol; tetrahydrofuran / 1 h / 20 °C

4.1: 2.2 g / H₂ / Pd/C / ethanol; tetrahydrofuran / 20 °C / 760 Torr

5.1: HCl; EtOH / 24 h / 20 °C

5.2: 83 percent / ammonia / ethanol / 24 h / 20 °C

With pyridine; hydrogenchloride; thionyl chloride; ethanol; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; xylene; 3.1: Wittig reaction;
DOI:10.1016/j.bmc.2004.02.032

Reference yield:

: 544694-71-5
2-chloromethyl-benzo[b]thiophene-5-carbonitrile

: 794467-37-1
ethyl 3-(5-amidino-1-benzothien-2-yl)-2-{4-[(3S)-pyrrolidin-3-yloxy]phenyl}propanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 6.3 g / xylene / 10 h / Heating

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / ethanol; tetrahydrofuran / 1 h / 20 °C

3.1: 2.2 g / H₂ / Pd/C / ethanol; tetrahydrofuran / 20 °C / 760 Torr

4.1: HCl; EtOH / 24 h / 20 °C

4.2: 83 percent / ammonia / ethanol / 24 h / 20 °C

With hydrogenchloride; ethanol; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In tetrahydrofuran; ethanol; xylene; 2.1: Wittig reaction;
DOI:10.1016/j.bmc.2004.02.032