(2R,3R)-1-adamantyl 5-phenyl-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrole-2-carboxylate

Base Information

Chemical Name:(2R,3R)-1-adamantyl 5-phenyl-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrole-2-carboxylate
CAS No.:1369936-69-5
Molecular Formula:C₂₂H₂₄F₃NO₂
Molecular Weight:391.433
Hs Code.:

Synonyms:(2R,3R)-1-adamantyl 5-phenyl-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrole-2-carboxylate

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Chemical Property of (2R,3R)-1-adamantyl 5-phenyl-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrole-2-carboxylate

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Technology Process of (2R,3R)-1-adamantyl 5-phenyl-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrole-2-carboxylate

There total 2 articles about (2R,3R)-1-adamantyl 5-phenyl-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrole-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:

: 1369936-65-1
C₂₅H₂₇NO₂

: 3108-34-7,136964-14-2,114192-88-0
(E)-4,4,4-trifluoro-1-phenyl-2-buten-1-one

: 1369936-69-5
(2R,3R)-1-adamantyl 5-phenyl-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrole-2-carboxylate

: (2S,3S)-1-adamantyl 5-phenyl-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrole-2-carboxylate

Guidance literature:: C₂₅H₂₇NO₂; (E)-4,4,4-trifluoro-1-phenyl-2-buten-1-one; With Br^(1-)*C₃₄H₄₅N₂O⁽¹⁺⁾; caesium carbonate; In cyclopentyl methyl ether; at -20 ℃; for 9h; Inert atmosphere;

With hydrogenchloride; In dichloromethane; water; at 20 ℃; for 6h; optical yield given as %ee; stereoselective reaction; Inert atmosphere;
DOI:10.1039/c2cc18052a

Reference yield:

: 180273-21-6
adamantan-1-yl 2-bromoacetate

: 1369936-69-5
(2R,3R)-1-adamantyl 5-phenyl-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrole-2-carboxylate

: (2S,3S)-1-adamantyl 5-phenyl-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrole-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 19 h / 20 °C / Reflux; Inert atmosphere

2.1: Br^(1-)*C₃₄H₄₅N₂O⁽¹⁺⁾; caesium carbonate / cyclopentyl methyl ether / 9 h / -20 °C / Inert atmosphere

2.2: 6 h / 20 °C / Inert atmosphere

With Br^(1-)*C₃₄H₄₅N₂O⁽¹⁺⁾; caesium carbonate; N-ethyl-N,N-diisopropylamine; In cyclopentyl methyl ether; acetonitrile;
DOI:10.1039/c2cc18052a