(S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)thiourea hydrochloride

Base Information

• Chemical Name: (S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)thiourea hydrochloride
• CAS No.: 1123889-54-2
• Molecular Formula: C₁₄H₁₅F₆N₃S*ClH
• Molecular Weight: 407.811

Synonyms:(S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)thiourea hydrochloride

Chemical Property of (S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)thiourea hydrochloride

Chemical Property:

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Technology Process of (S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)thiourea hydrochloride

There total 6 articles about (S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)thiourea hydrochloride 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: 94.0%

(S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(N-tert-butyloxycarbonylpyrrolidin-2-ylmethyl)thiourea → (S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)thiourea hydrochloride (1123889-54-2)

Guidance literature:

With methanol; acetyl chloride; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1080/00397911.2010.505702

Reference yield:

(S)-2-(aminomethyl)pyrrolidine-1-carboxylic acid tert-butyl ester (119020-01-8) → (S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)thiourea hydrochloride (1123889-54-2)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 12 h / 20 °C / Inert atmosphere

2: methanol; acetyl chloride / dichloromethane / 24 h / 20 °C

With methanol; acetyl chloride; In dichloromethane;

DOI:10.1080/00397911.2010.505702

Reference yield:

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) → (S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)thiourea hydrochloride (1123889-54-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: chloroformic acid ethyl ester; triethylamine / -15 °C

1.2: 0 °C

2.1: triethylamine / tetrahydrofuran / 20 °C

3.1: sodium azide / N,N-dimethyl-formamide / 80 °C

4.1: palladium on carbon; hydrogen / methanol / 20 °C / 760.05 Torr

5.1: dichloromethane / 12 h / 20 °C / Inert atmosphere

6.1: methanol; acetyl chloride / dichloromethane / 24 h / 20 °C

With methanol; sodium azide; palladium on carbon; hydrogen; chloroformic acid ethyl ester; triethylamine; acetyl chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/00397911.2010.505702

upstream raw materials:

1-(tert-butoxycarbonyl)-L-proline

N-(tert-butoxycarbonyl)-L-prolinol

(S)-tert-butyl 2-((tosyloxy)methyl)pyrrolidine-1-carboxylate

tert-butyl (2S)-2-(azidomethyl)-1-pyrrolidinecarboxylate

Downstream raw materials:

C₂₀H₁₈F₆N₄OS

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