tert-butyl (2S,3S,4R)-4-{(1R)-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-3-(4-fluorophenyl)-2-[(1E)-3-tert-butoxy-3-oxoprop-1-en-1-yl]pyrrolidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl (2S,3S,4R)-4-{(1R)-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-3-(4-fluorophenyl)-2-[(1E)-3-tert-butoxy-3-oxoprop-1-en-1-yl]pyrrolidine-1-carboxylate
• CAS No.: 945467-33-4
• Molecular Formula: C₃₂H₃₆F₇NO₅
• Molecular Weight: 647.63

Synonyms:tert-butyl (2S,3S,4R)-4-{(1R)-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-3-(4-fluorophenyl)-2-[(1E)-3-tert-butoxy-3-oxoprop-1-en-1-yl]pyrrolidine-1-carboxylate

Chemical Property of tert-butyl (2S,3S,4R)-4-{(1R)-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-3-(4-fluorophenyl)-2-[(1E)-3-tert-butoxy-3-oxoprop-1-en-1-yl]pyrrolidine-1-carboxylate

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Technology Process of tert-butyl (2S,3S,4R)-4-{(1R)-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-3-(4-fluorophenyl)-2-[(1E)-3-tert-butoxy-3-oxoprop-1-en-1-yl]pyrrolidine-1-carboxylate

There total 1 articles about tert-butyl (2S,3S,4R)-4-{(1R)-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-3-(4-fluorophenyl)-2-[(1E)-3-tert-butoxy-3-oxoprop-1-en-1-yl]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: 88.0%

tert-butyl (2R,3S,4R)-4-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-3-(4-fluorophenyl)-2-formylpyrrolidine-1-carboxylate (945467-32-3) + (tert-Butoxycarbonylmethylene)triphenylphosphorane (86302-43-4,35000-38-5) → tert-butyl (2S,3S,4R)-4-{(1R)-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-3-(4-fluorophenyl)-2-[(1E)-3-tert-butoxy-3-oxoprop-1-en-1-yl]pyrrolidine-1-carboxylate (945467-33-4)

Guidance literature:

In dichloromethane; at 20 ℃; for 16h;

Reference yield: 94.0%

tert-butyl (2S,3S,4R)-4-{(1R)-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-3-(4-fluorophenyl)-2-[(1E)-3-tert-butoxy-3-oxoprop-1-en-1-yl]pyrrolidine-1-carboxylate (945467-33-4) → tert-butyl (2S,3S,4R)-4-{(1R)-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-3-(4-fluorophenyl)-2-[3-tert-butoxy-3-oxopropyl]pyrrolidine-1-carboxylate (945467-34-5)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethanol; at 20 ℃;

Reference yield: 89.0%

tert-butyl (2S,3S,4R)-4-{(1R)-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-3-(4-fluorophenyl)-2-[(1E)-3-tert-butoxy-3-oxoprop-1-en-1-yl]pyrrolidine-1-carboxylate (945467-33-4) + N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine (93102-05-7) → di-tert-butyl-(2S,3S,4R)-1'-benzyl-4-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-3-(4-fluorophenyl)-2,3'-bipyrrolindine-1,4'-dicarboxylate (1254353-39-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 48h; Inert atmosphere;

DOI:10.1016/j.bmcl.2010.07.058

upstream raw materials:

tert-butyl (2R,3S,4R)-4-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-3-(4-fluorophenyl)-2-formylpyrrolidine-1-carboxylate

(tert-Butoxycarbonylmethylene)triphenylphosphorane

Downstream raw materials:

tert-butyl (2S,3S,4R)-4-{(1R)-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-3-(4-fluorophenyl)-2-[3-tert-butoxy-3-oxopropyl]pyrrolidine-1-carboxylate

tert-butyl (2S,3S,4R)-4-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-2-[2-(tert-butoxycarbonyl)-4-methylenecyclopentyl]-3-(4-fluorophenyl)pyrrolidine-1-carboxylate

di-tert-butyl-(2S,3S,4R)-1'-benzyl-4-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-3-(4-fluorophenyl)-2,3'-bipyrrolindine-1,4'-dicarboxylate

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