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

Base Information

Chemical Name:(+/-)-tert-butyl 1-(3-{[cyclopentyl(4-formylphenyl)acetyl]amino}benzyl)cyclopropanecarboxylate
CAS No.:1380605-56-0
Molecular Formula:C₂₉H₃₅NO₄
Molecular Weight:461.601
Hs Code.:

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

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

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

There total 10 articles about (+/-)-tert-butyl 1-(3-{[cyclopentyl(4-formylphenyl)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: 53.2%

: 1380605-55-9
(+/-)-tert-butyl 1-[3-({cyclopentyl[4-(hydroxymethyl)phenyl]acetyl}amino)benzyl]cyclopropane-carboxylate

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

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃; for 3h;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 7 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

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

Reference yield:

: 823-78-9
meta-bromobenzyl bromide

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

Guidance literature:: Multi-step reaction with 6 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

With n-butyllithium; ammonia; hydrogen; 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;