4-Aminomethyl-cyclohexanecarboxylic acid [(S)-1-(4-benzyl-piperidine-1-carbonyl)-4-guanidino-butyl]-amide

Base Information

• Chemical Name: 4-Aminomethyl-cyclohexanecarboxylic acid [(S)-1-(4-benzyl-piperidine-1-carbonyl)-4-guanidino-butyl]-amide
• CAS No.: 123847-43-8
• Molecular Formula: C₂₆H₄₂N₆O₂
• Molecular Weight: 470.658

Synonyms:4-Aminomethyl-cyclohexanecarboxylic acid [(S)-1-(4-benzyl-piperidine-1-carbonyl)-4-guanidino-butyl]-amide

Chemical Property of 4-Aminomethyl-cyclohexanecarboxylic acid [(S)-1-(4-benzyl-piperidine-1-carbonyl)-4-guanidino-butyl]-amide

Chemical Property:

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Technology Process of 4-Aminomethyl-cyclohexanecarboxylic acid [(S)-1-(4-benzyl-piperidine-1-carbonyl)-4-guanidino-butyl]-amide

There total 7 articles about 4-Aminomethyl-cyclohexanecarboxylic acid [(S)-1-(4-benzyl-piperidine-1-carbonyl)-4-guanidino-butyl]-amide 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: 78.2%

C34H47N7O6 (140135-34-8) → 4-Aminomethyl-cyclohexanecarboxylic acid [(S)-1-(4-benzyl-piperidine-1-carbonyl)-4-guanidino-butyl]-amide (123847-43-8)

Guidance literature:

With hydrogen; Pd catalyst; In water; acetic acid;

DOI:10.1248/cpb.39.2930

Reference yield:

4-benzylpyperidine (31252-42-3) → 4-Aminomethyl-cyclohexanecarboxylic acid [(S)-1-(4-benzyl-piperidine-1-carbonyl)-4-guanidino-butyl]-amide (123847-43-8)

Guidance literature:

Multi-step reaction with 4 steps

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

2: 25 percent HBr-AcOH

3: 66.2 percent / Et₃N / CHCl₃; dimethylformamide / Ambient temperature

4: 78.2 percent / hydrogen / Pd catalyst / acetic acid; H₂O

With pyridine; hydrogen bromide; hydrogen; acetic acid; triethylamine; phosphorus trichloride; Pd catalyst; In chloroform; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1248/cpb.39.2930

Reference yield:

trans-4-(N-carbobenzyloxy)aminomethyl-1-cyclohexane carbonyl chloride (27687-13-4) → 4-Aminomethyl-cyclohexanecarboxylic acid [(S)-1-(4-benzyl-piperidine-1-carbonyl)-4-guanidino-butyl]-amide (123847-43-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 66.2 percent / Et₃N / CHCl₃; dimethylformamide / Ambient temperature

2: 78.2 percent / hydrogen / Pd catalyst / acetic acid; H₂O

With hydrogen; triethylamine; Pd catalyst; In chloroform; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1248/cpb.39.2930

upstream raw materials:

C₃₄H₄₇N₇O₆

4-benzylpyperidine

trans-4-(N-carbobenzyloxy)aminomethyl-1-cyclohexane carbonyl chloride

N₅-[imino(nitroamino)methyl]-N₂-[(phenylmethoxy)carbonyl]-L-ornithine

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