tert-butyl (1R,2R,αR)-2-(N-benzyl-N-α-methylbenzylamino)cyclopentanecarboxylate

Base Information

Chemical Name:tert-butyl (1R,2R,αR)-2-(N-benzyl-N-α-methylbenzylamino)cyclopentanecarboxylate
CAS No.:158414-43-8
Molecular Formula:C₂₅H₃₃NO₂
Molecular Weight:379.543
Hs Code.:

Synonyms:tert-butyl (1R,2R,αR)-2-(N-benzyl-N-α-methylbenzylamino)cyclopentanecarboxylate

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Chemical Property of tert-butyl (1R,2R,αR)-2-(N-benzyl-N-α-methylbenzylamino)cyclopentanecarboxylate

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Technology Process of tert-butyl (1R,2R,αR)-2-(N-benzyl-N-α-methylbenzylamino)cyclopentanecarboxylate

There total 5 articles about tert-butyl (1R,2R,αR)-2-(N-benzyl-N-α-methylbenzylamino)cyclopentanecarboxylate 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: 75.0%

: 158414-41-6
(1S,2R,αR)-tert-butyl 2-(N-benzyl-N-α-methylbenzylamino)cyclopentanecarboxylate

: 158414-43-8
tert-butyl (1R,2R,αR)-2-(N-benzyl-N-α-methylbenzylamino)cyclopentanecarboxylate

Guidance literature:: With potassium hexamethylsilazane; tert-butyl alcohol; In tetrahydrofuran; toluene; for 144h; Ambient temperature;
DOI:10.1039/P19940001411

Reference yield:

: 3400-45-1
cyclopentanecarboxylic acid

: 158414-43-8
tert-butyl (1R,2R,αR)-2-(N-benzyl-N-α-methylbenzylamino)cyclopentanecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 13.5 g / conc. H₂SO₄ / CH₂Cl₂ / 20 h / -78 deg C to room temperature

2: 1.) LDA, I₂, 2.) DBU / 1.) THF, -78 deg C, 1.5 h, 2.) 0 deg C, 1 h, room temperature, 48 h

3: 2.) 2,6-di-tert-butylphenol / 1.) THF, -78 deg C, 2.) -78 deg C to room temperature, 30 min

4: 75 percent / potassium bis(trimethylsilyl)amide, t-BuOH / tetrahydrofuran; toluene / 144 h / Ambient temperature

With 2,6-di-tert-butylphenol; sulfuric acid; iodine; potassium hexamethylsilazane; 1,8-diazabicyclo[5.4.0]undec-7-ene; tert-butyl alcohol; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1039/P19940001411

Reference yield:

: 27784-73-2
tert-butyl cyclopentene-1-carboxylate

: 158414-43-8
tert-butyl (1R,2R,αR)-2-(N-benzyl-N-α-methylbenzylamino)cyclopentanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 2.) 2,6-di-tert-butylphenol / 1.) THF, -78 deg C, 2.) -78 deg C to room temperature, 30 min

2: 75 percent / potassium bis(trimethylsilyl)amide, t-BuOH / tetrahydrofuran; toluene / 144 h / Ambient temperature

With 2,6-di-tert-butylphenol; potassium hexamethylsilazane; tert-butyl alcohol; In tetrahydrofuran; toluene;
DOI:10.1039/P19940001411