tert-butyl 5-phenyl-2-(prop-2-yn-1-yl)-3,4-dihydro-2H-pyrrole-2-carboxylate

Base Information

Chemical Name:tert-butyl 5-phenyl-2-(prop-2-yn-1-yl)-3,4-dihydro-2H-pyrrole-2-carboxylate
CAS No.:1426226-00-7
Molecular Formula:C₁₈H₂₁NO₂
Molecular Weight:283.37
Hs Code.:

Synonyms:tert-butyl 5-phenyl-2-(prop-2-yn-1-yl)-3,4-dihydro-2H-pyrrole-2-carboxylate

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Chemical Property of tert-butyl 5-phenyl-2-(prop-2-yn-1-yl)-3,4-dihydro-2H-pyrrole-2-carboxylate

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Technology Process of tert-butyl 5-phenyl-2-(prop-2-yn-1-yl)-3,4-dihydro-2H-pyrrole-2-carboxylate

There total 4 articles about tert-butyl 5-phenyl-2-(prop-2-yn-1-yl)-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: 82.0%

: 1426226-10-9
tert-butyl (5-phenyl-3,4-dihydro-2H-pyrrole)-2-carboxylate

: 106-96-7
propargyl bromide

: 1426226-00-7
tert-butyl 5-phenyl-2-(prop-2-yn-1-yl)-3,4-dihydro-2H-pyrrole-2-carboxylate

Guidance literature:: With (11bS,11b’S)-2,6-bis(3,4,5-trifluorophenyl)-3,3’,5,5’-tetrahydro-4,4’-spirobi[dinaphtho[2,1-c:1’,2’-e]azepin]-4-ium bromide; potassium hydroxide; In toluene; at -20 ℃; for 36h; enantioselective reaction;
DOI:10.1039/c3ob27089k

Reference yield:

: 1426226-11-0
tert-butyl-2-(diphenylmethyleneamino)-5-oxo-5-phenylpentanoate

: 1426226-00-7
tert-butyl 5-phenyl-2-(prop-2-yn-1-yl)-3,4-dihydro-2H-pyrrole-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: citric acid / tetrahydrofuran / 2 h / 20 °C

2: (11bS,11b’S)-2,6-bis(3,4,5-trifluorophenyl)-3,3’,5,5’-tetrahydro-4,4’-spirobi[dinaphtho[2,1-c:1’,2’-e]azepin]-4-ium bromide; potassium hydroxide / toluene / 36 h / -20 °C

With (11bS,11b’S)-2,6-bis(3,4,5-trifluorophenyl)-3,3’,5,5’-tetrahydro-4,4’-spirobi[dinaphtho[2,1-c:1’,2’-e]azepin]-4-ium bromide; citric acid; potassium hydroxide; In tetrahydrofuran; toluene;
DOI:10.1039/c3ob27089k

Reference yield:

: 81477-94-3
N-(diphenylmethylene)glycine tert-butyl ester

: 1426226-00-7
tert-butyl 5-phenyl-2-(prop-2-yn-1-yl)-3,4-dihydro-2H-pyrrole-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: tetrabutylammomium bromide; potassium hydroxide / dichloromethane / 2.5 h / 0 °C

2: citric acid / tetrahydrofuran / 2 h / 20 °C

3: (11bS,11b’S)-2,6-bis(3,4,5-trifluorophenyl)-3,3’,5,5’-tetrahydro-4,4’-spirobi[dinaphtho[2,1-c:1’,2’-e]azepin]-4-ium bromide; potassium hydroxide / toluene / 36 h / -20 °C

With (11bS,11b’S)-2,6-bis(3,4,5-trifluorophenyl)-3,3’,5,5’-tetrahydro-4,4’-spirobi[dinaphtho[2,1-c:1’,2’-e]azepin]-4-ium bromide; tetrabutylammomium bromide; citric acid; potassium hydroxide; In tetrahydrofuran; dichloromethane; toluene; 1: |Michael Addition;
DOI:10.1039/c3ob27089k