benzyl (2R,3R)-1-((2R,5R)-2,5-diphenylpyrrolidin-1-yl)-3-methyl-1-thioxopent-4-en-2-ylcarbamate

Base Information

• Chemical Name: benzyl (2R,3R)-1-((2R,5R)-2,5-diphenylpyrrolidin-1-yl)-3-methyl-1-thioxopent-4-en-2-ylcarbamate
• CAS No.: 1052240-97-7
• Molecular Formula: C₃₀H₃₂N₂O₂S
• Molecular Weight: 484.662

Synonyms:benzyl (2R,3R)-1-((2R,5R)-2,5-diphenylpyrrolidin-1-yl)-3-methyl-1-thioxopent-4-en-2-ylcarbamate

Chemical Property of benzyl (2R,3R)-1-((2R,5R)-2,5-diphenylpyrrolidin-1-yl)-3-methyl-1-thioxopent-4-en-2-ylcarbamate

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Technology Process of benzyl (2R,3R)-1-((2R,5R)-2,5-diphenylpyrrolidin-1-yl)-3-methyl-1-thioxopent-4-en-2-ylcarbamate

There total 1 articles about benzyl (2R,3R)-1-((2R,5R)-2,5-diphenylpyrrolidin-1-yl)-3-methyl-1-thioxopent-4-en-2-ylcarbamate 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: 77.8%

(E/Z)-crotyl bromide (4784-77-4,29576-14-5,39616-19-8) + benzyl 2-((2R,5R)-2,5-diphenylpyrrolidin-1-yl)-2-thioxoethylcarbamate (1052240-88-6) → benzyl (2R,3R)-1-((2R,5R)-2,5-diphenylpyrrolidin-1-yl)-3-methyl-1-thioxopent-4-en-2-ylcarbamate (1052240-97-7)

Guidance literature:

benzyl 2-((2R,5R)-2,5-diphenylpyrrolidin-1-yl)-2-thioxoethylcarbamate; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

(E/Z)-crotyl bromide; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; hexane; at -78 - 40 ℃; for 4h; optical yield given as %de; diastereoselective reaction;

DOI:10.1021/ol801657q

Reference yield:

benzyl (2R,3R)-1-((2R,5R)-2,5-diphenylpyrrolidin-1-yl)-3-methyl-1-thioxopent-4-en-2-ylcarbamate (1052240-97-7) → C30H32N2O3

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -78 - 20 ℃; for 1h; optical yield given as %de;

DOI:10.1021/ol801657q

Reference yield:

benzyl (2R,3R)-1-((2R,5R)-2,5-diphenylpyrrolidin-1-yl)-3-methyl-1-thioxopent-4-en-2-ylcarbamate (1052240-97-7) + methyl trifluoromethanesulfonate (333-27-7) → CF3O3S(1-)*C32H37N2O2S(1+)

Guidance literature:

With 2,6-di-tert-butyl-pyridine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol801657q

upstream raw materials:

(E/Z)-crotyl bromide

benzyl 2-((2R,5R)-2,5-diphenylpyrrolidin-1-yl)-2-thioxoethylcarbamate

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