tert-butyl 2-(naphthalene-2-ylmethyl)-5-phenyl-3,4-dihydro-2H-pyrrole-2-carboxylate

Base Information

Chemical Name:tert-butyl 2-(naphthalene-2-ylmethyl)-5-phenyl-3,4-dihydro-2H-pyrrole-2-carboxylate
CAS No.:1426226-08-5
Molecular Formula:C₂₆H₂₇NO₂
Molecular Weight:385.506
Hs Code.:

Synonyms:tert-butyl 2-(naphthalene-2-ylmethyl)-5-phenyl-3,4-dihydro-2H-pyrrole-2-carboxylate

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Chemical Property of tert-butyl 2-(naphthalene-2-ylmethyl)-5-phenyl-3,4-dihydro-2H-pyrrole-2-carboxylate

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Technology Process of tert-butyl 2-(naphthalene-2-ylmethyl)-5-phenyl-3,4-dihydro-2H-pyrrole-2-carboxylate

There total 4 articles about tert-butyl 2-(naphthalene-2-ylmethyl)-5-phenyl-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: 95.0%

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

: 939-26-4
2-bromomethylnaphthyl bromide

: 1426226-08-5
tert-butyl 2-(naphthalene-2-ylmethyl)-5-phenyl-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 30h; enantioselective reaction;
DOI:10.1039/c3ob27089k

Reference yield:

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

: 1426226-08-5
tert-butyl 2-(naphthalene-2-ylmethyl)-5-phenyl-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 / 30 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

: 1426226-08-5
tert-butyl 2-(naphthalene-2-ylmethyl)-5-phenyl-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 / 30 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