(S)-tert-butyl 2-((1S,2S)-2-(3,5-bis(trifluoromethyl)phenylcarbamothioyloxy)-1,2-diphenylethylcarbamoyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: (S)-tert-butyl 2-((1S,2S)-2-(3,5-bis(trifluoromethyl)phenylcarbamothioyloxy)-1,2-diphenylethylcarbamoyl)pyrrolidine-1-carboxylate
• CAS No.: 1390672-95-3
• Molecular Formula: C₃₃H₃₃F₆N₃O₄S
• Molecular Weight: 681.699
• Mol file: 1390672-95-3.mol

Synonyms:(S)-tert-butyl 2-((1S,2S)-2-(3,5-bis(trifluoromethyl)phenylcarbamothioyloxy)-1,2-diphenylethylcarbamoyl)pyrrolidine-1-carboxylate

Chemical Property of (S)-tert-butyl 2-((1S,2S)-2-(3,5-bis(trifluoromethyl)phenylcarbamothioyloxy)-1,2-diphenylethylcarbamoyl)pyrrolidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl 2-((1S,2S)-2-(3,5-bis(trifluoromethyl)phenylcarbamothioyloxy)-1,2-diphenylethylcarbamoyl)pyrrolidine-1-carboxylate

There total 3 articles about (S)-tert-butyl 2-((1S,2S)-2-(3,5-bis(trifluoromethyl)phenylcarbamothioyloxy)-1,2-diphenylethylcarbamoyl)pyrrolidine-1-carboxylate 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: 77.0%

(S)-tert-butyl 2-((1S,2S)-2-hydroxy-1,2-diphenylethylcarbamoyl)pyrrolidine-1-carboxylate (1390672-94-2) + 3,5-bistrifluoromethylphenylisothiocyanate (23165-29-9) → (S)-tert-butyl 2-((1S,2S)-2-(3,5-bis(trifluoromethyl)phenylcarbamothioyloxy)-1,2-diphenylethylcarbamoyl)pyrrolidine-1-carboxylate (1390672-95-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c2ob25693b

Reference yield:

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) → (S)-tert-butyl 2-((1S,2S)-2-(3,5-bis(trifluoromethyl)phenylcarbamothioyloxy)-1,2-diphenylethylcarbamoyl)pyrrolidine-1-carboxylate (1390672-95-3)

Guidance literature:

Multi-step reaction with 2 steps

1: benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine / dichloromethane / 19 h / 0 - 20 °C

2: sodium hydride / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

With sodium hydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c2ob25693b

Reference yield:

(1S,2S)-2-amino-1,2-diphenylethanol (530-36-9,3764-63-4,13286-63-0,23190-16-1,23190-17-2,23364-44-5,23412-95-5,39664-87-4,88082-66-0) → (S)-tert-butyl 2-((1S,2S)-2-(3,5-bis(trifluoromethyl)phenylcarbamothioyloxy)-1,2-diphenylethylcarbamoyl)pyrrolidine-1-carboxylate (1390672-95-3)

Guidance literature:

Multi-step reaction with 2 steps

1: benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine / dichloromethane / 19 h / 0 - 20 °C

2: sodium hydride / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

With sodium hydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c2ob25693b

upstream raw materials:

(S)-tert-butyl 2-((1S,2S)-2-hydroxy-1,2-diphenylethylcarbamoyl)pyrrolidine-1-carboxylate

3,5-bistrifluoromethylphenylisothiocyanate

1-(tert-butoxycarbonyl)-L-proline

(1S,2S)-2-amino-1,2-diphenylethanol

Downstream raw materials:

(S)-2-[(1S,2S)-2-3,5-bis(trifluoromethyl)phenylcarbamothioyloxy]-1,2-(diphenylethylcarbamoyl)pyrrolidinium 2,2,2-trifluoroacetate