ethyl {(2S,3R,4E)-2-benzyl-4-(bromomethylene)-1-(4-toluenesulfonyl)pyrrolidin-3-yl}acetate

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Chemical Name:ethyl {(2S,3R,4E)-2-benzyl-4-(bromomethylene)-1-(4-toluenesulfonyl)pyrrolidin-3-yl}acetate
CAS No.:1232168-27-2
Molecular Formula:C₂₃H₂₆BrNO₄S
Molecular Weight:492.434
Hs Code.:

Synonyms:ethyl {(2S,3R,4E)-2-benzyl-4-(bromomethylene)-1-(4-toluenesulfonyl)pyrrolidin-3-yl}acetate

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Chemical Property of ethyl {(2S,3R,4E)-2-benzyl-4-(bromomethylene)-1-(4-toluenesulfonyl)pyrrolidin-3-yl}acetate

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Technology Process of ethyl {(2S,3R,4E)-2-benzyl-4-(bromomethylene)-1-(4-toluenesulfonyl)pyrrolidin-3-yl}acetate

There total 2 articles about ethyl {(2S,3R,4E)-2-benzyl-4-(bromomethylene)-1-(4-toluenesulfonyl)pyrrolidin-3-yl}acetate 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: 89.0%

: 1232168-26-1
ethyl (2Z,4S)-4-{N-(3-bromoprop-2-ynyl)-4-toluenesulfonamido}-5-phenylpent-2-enoate

: 1232168-27-2
ethyl {(2S,3R,4E)-2-benzyl-4-(bromomethylene)-1-(4-toluenesulfonyl)pyrrolidin-3-yl}acetate

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; 1,1,1,3',3',3'-hexafluoro-propanol; In tetrahydrofuran; at 0 ℃; for 1h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ol101034s

Reference yield:

: 1232168-23-8
ethyl (2E,4S)-4-{N-(bromoprop-2-ynyl)-4-toluenesulfonamido}-5-phenylpent-2-enoate

: 1232168-27-2
ethyl {(2S,3R,4E)-2-benzyl-4-(bromomethylene)-1-(4-toluenesulfonyl)pyrrolidin-3-yl}acetate

: ethyl {(2S,3S,4E)-2-benzyl-4-(bromomethylene)-1-(4-toluenesulfonyl)pyrrolidin-3-yl}acetate

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; 1,1,1,3',3',3'-hexafluoro-propanol; In tetrahydrofuran; at 0 ℃; for 1h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ol101034s