(+/-)-tert-Butyl 1-(3-{[cyclopentyl(4-vinylphenyl)acetyl]amino}benzyl)cyclopropanecarboxylate

Base Information

Chemical Name:(+/-)-tert-Butyl 1-(3-{[cyclopentyl(4-vinylphenyl)acetyl]amino}benzyl)cyclopropanecarboxylate
CAS No.:1380605-57-1
Molecular Formula:C₃₀H₃₇NO₃
Molecular Weight:459.629
Hs Code.:

Synonyms:(+/-)-tert-Butyl 1-(3-{[cyclopentyl(4-vinylphenyl)acetyl]amino}benzyl)cyclopropanecarboxylate

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Chemical Property of (+/-)-tert-Butyl 1-(3-{[cyclopentyl(4-vinylphenyl)acetyl]amino}benzyl)cyclopropanecarboxylate

Chemical Property:

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Technology Process of (+/-)-tert-Butyl 1-(3-{[cyclopentyl(4-vinylphenyl)acetyl]amino}benzyl)cyclopropanecarboxylate

There total 11 articles about (+/-)-tert-Butyl 1-(3-{[cyclopentyl(4-vinylphenyl)acetyl]amino}benzyl)cyclopropanecarboxylate 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: 73.4%

: 1380605-56-0
(+/-)-tert-butyl 1-(3-{[cyclopentyl(4-formylphenyl)acetyl]amino}benzyl)cyclopropanecarboxylate

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1380605-57-1
(+/-)-tert-Butyl 1-(3-{[cyclopentyl(4-vinylphenyl)acetyl]amino}benzyl)cyclopropanecarboxylate

Guidance literature:: Methyltriphenylphosphonium bromide; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h;

(+/-)-tert-butyl 1-(3-{[cyclopentyl(4-formylphenyl)acetyl]amino}benzyl)cyclopropanecarboxylate; In tetrahydrofuran; mineral oil; at 20 ℃;

Reference yield:

: 33155-60-1
t-butyl p-tolylacetate

: 1380605-57-1
(+/-)-tert-Butyl 1-(3-{[cyclopentyl(4-vinylphenyl)acetyl]amino}benzyl)cyclopropanecarboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

1.2: 2 h / 0 °C

2.1: N-Bromosuccinimide / 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 2 h / Reflux

3.1: N,N-dimethyl-formamide / 1.5 h / 50 °C

4.1: trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C

5.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; HATU / N,N-dimethyl-formamide / 0 - 20 °C

6.1: ammonia / methanol / 4 h / 30 - 40 °C

7.1: Dess-Martin periodane / dichloromethane / 3 h / 0 - 20 °C

8.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

8.2: 20 °C

With N-Bromosuccinimide; potassium tert-butylate; ammonia; sodium hydride; benzotriazol-1-ol; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; 2,2'-azobis(isobutyronitrile); In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 823-78-9
meta-bromobenzyl bromide

: 1380605-57-1
(+/-)-tert-Butyl 1-(3-{[cyclopentyl(4-vinylphenyl)acetyl]amino}benzyl)cyclopropanecarboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 4 h / -78 °C / Inert atmosphere

1.2: 20 °C

2.1: sodium t-butanolate / 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 1.5 h / 110 °C / Inert atmosphere

3.1: hydrogen / palladium 10% on activated carbon / ethanol; tetrahydrofuran / 2 h / 20 °C / 760.05 Torr

4.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; HATU / N,N-dimethyl-formamide / 0 - 20 °C

5.1: ammonia / methanol / 4 h / 30 - 40 °C

6.1: Dess-Martin periodane / dichloromethane / 3 h / 0 - 20 °C

7.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

7.2: 20 °C

With n-butyllithium; ammonia; hydrogen; sodium hydride; benzotriazol-1-ol; Dess-Martin periodane; diisopropylamine; N-ethyl-N,N-diisopropylamine; HATU; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;