tert-butyl (2S,5S)-1-benzyl-5-((S)-1-((2,2,2-trichloroethoxy)-carbonylamino)but-3-enyl)pyrrolidine-2-carboxylate

Base Information

• Chemical Name: tert-butyl (2S,5S)-1-benzyl-5-((S)-1-((2,2,2-trichloroethoxy)-carbonylamino)but-3-enyl)pyrrolidine-2-carboxylate
• CAS No.: 1235568-43-0
• Molecular Formula: C₂₃H₃₁Cl₃N₂O₄
• Molecular Weight: 505.869

Synonyms:tert-butyl (2S,5S)-1-benzyl-5-((S)-1-((2,2,2-trichloroethoxy)-carbonylamino)but-3-enyl)pyrrolidine-2-carboxylate

Chemical Property of tert-butyl (2S,5S)-1-benzyl-5-((S)-1-((2,2,2-trichloroethoxy)-carbonylamino)but-3-enyl)pyrrolidine-2-carboxylate

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Technology Process of tert-butyl (2S,5S)-1-benzyl-5-((S)-1-((2,2,2-trichloroethoxy)-carbonylamino)but-3-enyl)pyrrolidine-2-carboxylate

There total 1 articles about tert-butyl (2S,5S)-1-benzyl-5-((S)-1-((2,2,2-trichloroethoxy)-carbonylamino)but-3-enyl)pyrrolidine-2-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: 75.0%

1,1,1-trichloroethanol (115-20-8) + (S)-2-((2S,5S)-1-benzyl-5-(tert-butoxycarbonyl)pyrrolidin-2-yl)-pent-4-enoic acid (1235568-42-9) → tert-butyl (2S,5S)-1-benzyl-5-((S)-1-((2,2,2-trichloroethoxy)-carbonylamino)but-3-enyl)pyrrolidine-2-carboxylate (1235568-43-0)

Guidance literature:

(S)-2-((2S,5S)-1-benzyl-5-(tert-butoxycarbonyl)pyrrolidin-2-yl)-pent-4-enoic acid; With diphenyl phosphoryl azide; triethylamine; In toluene; at 50 - 110 ℃; for 5.5h; Inert atmosphere;

1,1,1-trichloroethanol; In toluene; at 110 ℃; for 20h; Inert atmosphere;

DOI:10.1021/jo1008433

Reference yield: 95.0%

tert-butyl (2S,5S)-1-benzyl-5-((S)-1-((2,2,2-trichloroethoxy)-carbonylamino)but-3-enyl)pyrrolidine-2-carboxylate (1235568-43-0) → C22H29Cl3N2O5 (1235568-59-8)

Guidance literature:

tert-butyl (2S,5S)-1-benzyl-5-((S)-1-((2,2,2-trichloroethoxy)-carbonylamino)but-3-enyl)pyrrolidine-2-carboxylate; With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; tert-butyl alcohol; at 20 ℃; for 2h; Inert atmosphere;

With sodium periodate; In tetrahydrofuran; water; tert-butyl alcohol; for 15h; Inert atmosphere;

DOI:10.1021/jo1008433

Reference yield:

tert-butyl (2S,5S)-1-benzyl-5-((S)-1-((2,2,2-trichloroethoxy)-carbonylamino)but-3-enyl)pyrrolidine-2-carboxylate (1235568-43-0) → C19H23Cl3N2O4

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 6.5h; Inert atmosphere;

DOI:10.1021/jo1008433

upstream raw materials:

1,1,1-trichloroethanol

(S)-2-((2S,5S)-1-benzyl-5-(tert-butoxycarbonyl)pyrrolidin-2-yl)-pent-4-enoic acid

Downstream raw materials:

C₂₂H₂₉Cl₃N₂O₅

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