1-{(S)-2-[(4-Aminomethyl-cyclohexanecarbonyl)-amino]-5-guanidino-pentanoyl}-piperidine-4-carboxylic acid ethyl ester

Base Information

• Chemical Name: 1-{(S)-2-[(4-Aminomethyl-cyclohexanecarbonyl)-amino]-5-guanidino-pentanoyl}-piperidine-4-carboxylic acid ethyl ester
• CAS No.: 123847-45-0
• Molecular Formula: C₂₂H₄₀N₆O₄
• Molecular Weight: 452.597

Synonyms:1-{(S)-2-[(4-Aminomethyl-cyclohexanecarbonyl)-amino]-5-guanidino-pentanoyl}-piperidine-4-carboxylic acid ethyl ester

Chemical Property of 1-{(S)-2-[(4-Aminomethyl-cyclohexanecarbonyl)-amino]-5-guanidino-pentanoyl}-piperidine-4-carboxylic acid ethyl ester

Chemical Property:

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Technology Process of 1-{(S)-2-[(4-Aminomethyl-cyclohexanecarbonyl)-amino]-5-guanidino-pentanoyl}-piperidine-4-carboxylic acid ethyl ester

There total 7 articles about 1-{(S)-2-[(4-Aminomethyl-cyclohexanecarbonyl)-amino]-5-guanidino-pentanoyl}-piperidine-4-carboxylic acid ethyl ester 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: 68.4%

C30H45N7O8 (140135-33-7) → 1-{(S)-2-[(4-Aminomethyl-cyclohexanecarbonyl)-amino]-5-guanidino-pentanoyl}-piperidine-4-carboxylic acid ethyl ester (123847-45-0)

Guidance literature:

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

DOI:10.1248/cpb.39.2930

Reference yield:

4-carbethoxypiperidine (1126-09-6) → 1-{(S)-2-[(4-Aminomethyl-cyclohexanecarbonyl)-amino]-5-guanidino-pentanoyl}-piperidine-4-carboxylic acid ethyl ester (123847-45-0)

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: 51.5 percent / Et₃N / CHCl₃; dimethylformamide / Ambient temperature

4: 68.4 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) → 1-{(S)-2-[(4-Aminomethyl-cyclohexanecarbonyl)-amino]-5-guanidino-pentanoyl}-piperidine-4-carboxylic acid ethyl ester (123847-45-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 51.5 percent / Et₃N / CHCl₃; dimethylformamide / Ambient temperature

2: 68.4 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:

C₃₀H₄₅N₇O₈

4-carbethoxypiperidine

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

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

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