(+)-1-(3-{[(2S)-(4-chlorophenyl)(cyclopentyl)acetyl]amino}benzyl)cyclopropanecarboxylic acid

Base Information

Chemical Name:(+)-1-(3-{[(2S)-(4-chlorophenyl)(cyclopentyl)acetyl]amino}benzyl)cyclopropanecarboxylic acid
CAS No.:1380604-22-7
Molecular Formula:C₂₄H₂₆ClNO₃
Molecular Weight:411.928
Hs Code.:

Synonyms:(+)-1-(3-{[(2S)-(4-chlorophenyl)(cyclopentyl)acetyl]amino}benzyl)cyclopropanecarboxylic acid

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Chemical Property of (+)-1-(3-{[(2S)-(4-chlorophenyl)(cyclopentyl)acetyl]amino}benzyl)cyclopropanecarboxylic acid

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Technology Process of (+)-1-(3-{[(2S)-(4-chlorophenyl)(cyclopentyl)acetyl]amino}benzyl)cyclopropanecarboxylic acid

There total 7 articles about (+)-1-(3-{[(2S)-(4-chlorophenyl)(cyclopentyl)acetyl]amino}benzyl)cyclopropanecarboxylic acid 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:

: 1380605-61-7
(+/-)-tert-Butyl 1-(3-{[(4-chlorophenyl)(cyclopentyl)acetyl]amino}benzyl)cyclopropane-carboxylate

: 1-(3-{[(2R)-(4-chlorophenyl)(cyclopentyl)acetyl]amino}benzyl)cyclopropanecarboxylic acid

: 1380604-22-7
(+)-1-(3-{[(2S)-(4-chlorophenyl)(cyclopentyl)acetyl]amino}benzyl)cyclopropanecarboxylic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; water; at 20 ℃; for 1h;

Reference yield:

: 1192039-88-5
tert-butyl 1-(3-bromobenzyl)cyclopropanecarboxylate

: 1-(3-{[(2R)-(4-chlorophenyl)(cyclopentyl)acetyl]amino}benzyl)cyclopropanecarboxylic acid

: 1380604-22-7
(+)-1-(3-{[(2S)-(4-chlorophenyl)(cyclopentyl)acetyl]amino}benzyl)cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; HATU / N,N-dimethyl-formamide / 3.5 h / 0 - 20 °C

4: trifluoroacetic acid / dichloromethane; water / 1 h / 20 °C

With hydrogen; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: 823-78-9
meta-bromobenzyl bromide

: 1-(3-{[(2R)-(4-chlorophenyl)(cyclopentyl)acetyl]amino}benzyl)cyclopropanecarboxylic acid

: 1380604-22-7
(+)-1-(3-{[(2S)-(4-chlorophenyl)(cyclopentyl)acetyl]amino}benzyl)cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 5 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 / 3.5 h / 0 - 20 °C

5.1: trifluoroacetic acid / dichloromethane; water / 1 h / 20 °C

With n-butyllithium; hydrogen; benzotriazol-1-ol; diisopropylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene;