(E)-tert-butyl 2-benzyl-2-(pyrrolidin-1-yl)-4-(p-toluenesulfonyl)but-3-enoate

Base Information

• Chemical Name: (E)-tert-butyl 2-benzyl-2-(pyrrolidin-1-yl)-4-(p-toluenesulfonyl)but-3-enoate
• CAS No.: 1353757-76-2
• Molecular Formula: C₂₆H₃₃NO₄S
• Molecular Weight: 455.618

Synonyms:(E)-tert-butyl 2-benzyl-2-(pyrrolidin-1-yl)-4-(p-toluenesulfonyl)but-3-enoate

Chemical Property of (E)-tert-butyl 2-benzyl-2-(pyrrolidin-1-yl)-4-(p-toluenesulfonyl)but-3-enoate

Chemical Property:

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Technology Process of (E)-tert-butyl 2-benzyl-2-(pyrrolidin-1-yl)-4-(p-toluenesulfonyl)but-3-enoate

There total 2 articles about (E)-tert-butyl 2-benzyl-2-(pyrrolidin-1-yl)-4-(p-toluenesulfonyl)but-3-enoate 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: 87.0%

(S)-tert-butyl 2-(pyrrolidin-1-yl)propanoate (1353757-65-9) + tert-butyl 3-phenyl-2-(pyrrolidin-1-yl)propanoate (1353757-75-1) → (S,E)-tert-butyl 2-methyl-2-(pyrrolidin-1-yl)-4-(p-toluenesulfonyl)but-3-enoate (1353757-50-2) + (E)-tert-butyl 2-benzyl-2-(pyrrolidin-1-yl)-4-(p-toluenesulfonyl)but-3-enoate (1353757-76-2)

Guidance literature:

In ethyl acetate; at 0 ℃; for 4h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1039/c1ob06074k

Reference yield:

tert-butyl 3-phenyl-2-(pyrrolidin-1-yl)propanoate (1353757-75-1) + ethynyl p-tolyl sulfone (13894-21-8) → (E)-tert-butyl 2-benzyl-2-(pyrrolidin-1-yl)-4-(p-toluenesulfonyl)but-3-enoate (1353757-76-2)

Guidance literature:

In N,N-dimethyl-formamide; at 0 ℃; for 4h; Inert atmosphere;

DOI:10.1039/c1ob06074k

upstream raw materials:

(S)-tert-butyl 2-(pyrrolidin-1-yl)propanoate

tert-butyl 3-phenyl-2-(pyrrolidin-1-yl)propanoate

ethynyl p-tolyl sulfone

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