4-{(S)-2-[(4-Aminomethyl-cyclohexanecarbonyl)-amino]-5-guanidino-pentanoylamino}-benzoic acid

Base Information

Chemical Name:4-{(S)-2-[(4-Aminomethyl-cyclohexanecarbonyl)-amino]-5-guanidino-pentanoylamino}-benzoic acid
CAS No.:123847-51-8
Molecular Formula:C₂₁H₃₂N₆O₄
Molecular Weight:432.523
Hs Code.:

Synonyms:4-{(S)-2-[(4-Aminomethyl-cyclohexanecarbonyl)-amino]-5-guanidino-pentanoylamino}-benzoic acid

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Chemical Property of 4-{(S)-2-[(4-Aminomethyl-cyclohexanecarbonyl)-amino]-5-guanidino-pentanoylamino}-benzoic acid

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Technology Process of 4-{(S)-2-[(4-Aminomethyl-cyclohexanecarbonyl)-amino]-5-guanidino-pentanoylamino}-benzoic acid

There total 8 articles about 4-{(S)-2-[(4-Aminomethyl-cyclohexanecarbonyl)-amino]-5-guanidino-pentanoylamino}-benzoic 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: 82.7%

: 123847-60-9
Z-Tra-Arg(Mts)-4-carboxyanilide

: 123847-51-8
4-{(S)-2-[(4-Aminomethyl-cyclohexanecarbonyl)-amino]-5-guanidino-pentanoylamino}-benzoic acid

Guidance literature:: With trifluorormethanesulfonic acid; methyl-phenyl-thioether; 3-methyl-phenol; In trifluoroacetic acid; for 1.5h; ice-bath;
DOI:10.1248/cpb.39.2930

Reference yield:

: 58810-05-2
Z-Arg(Mts)-OH

: 123847-51-8
4-{(S)-2-[(4-Aminomethyl-cyclohexanecarbonyl)-amino]-5-guanidino-pentanoylamino}-benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) PCl₃, pyridine / 1.) ice-salt cooling, 15 min, then r.t., 30 min, 2.) r.t., overnight

2: hydrogen / Pd catalyst / methanol; aq. HCl

3: 60 percent / Et₃N / CHCl₃; dimethylformamide / Ambient temperature

4: 88.2 percent / 1 N aq. NaOH / methanol / 1.) ice cooling, 30 min, 2.) r.t., 2 h

5: 82.7 percent / trifluoromethanesulfonic acid, thioanisole, m-cresol / trifluoroacetic acid / 1.5 h / ice-bath

With pyridine; sodium hydroxide; trifluorormethanesulfonic acid; methyl-phenyl-thioether; hydrogen; 3-methyl-phenol; triethylamine; phosphorus trichloride; Pd catalyst; In hydrogenchloride; methanol; chloroform; N,N-dimethyl-formamide; trifluoroacetic acid;
DOI:10.1248/cpb.39.2930

Reference yield:

: 123865-08-7
Z-Arg(Mts)-4-methoxycarbonylanilide

: 123847-51-8
4-{(S)-2-[(4-Aminomethyl-cyclohexanecarbonyl)-amino]-5-guanidino-pentanoylamino}-benzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogen / Pd catalyst / methanol; aq. HCl

2: 60 percent / Et₃N / CHCl₃; dimethylformamide / Ambient temperature

3: 88.2 percent / 1 N aq. NaOH / methanol / 1.) ice cooling, 30 min, 2.) r.t., 2 h

4: 82.7 percent / trifluoromethanesulfonic acid, thioanisole, m-cresol / trifluoroacetic acid / 1.5 h / ice-bath

With sodium hydroxide; trifluorormethanesulfonic acid; methyl-phenyl-thioether; hydrogen; 3-methyl-phenol; triethylamine; Pd catalyst; In hydrogenchloride; methanol; chloroform; N,N-dimethyl-formamide; trifluoroacetic acid;
DOI:10.1248/cpb.39.2930