(S)-N¹-(5-Amino-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide; hydrochloride

Base Information

• Chemical Name: (S)-N¹-(5-Amino-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide; hydrochloride
• CAS No.: 113954-20-4
• Molecular Formula: C₁₇H₂₆N₄O₅*ClH
• Molecular Weight: 402.878

Synonyms:(S)-N¹-(5-Amino-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide; hydrochloride

Chemical Property of (S)-N¹-(5-Amino-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide; hydrochloride

Chemical Property:

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Technology Process of (S)-N¹-(5-Amino-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide; hydrochloride

There total 8 articles about (S)-N¹-(5-Amino-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide; hydrochloride 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: 30.0%

(S)-N1-(5-Amino-pentyl)-2-[2-(2,4-bis-benzyloxy-phenyl)-acetylamino]-succinamide (113954-15-7) → (S)-N1-(5-Amino-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide; hydrochloride (113954-20-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid;

DOI:10.1016/S0040-4039(00)96340-8

Reference yield:

2,4-dibenzyloxybenzaldehyde (13246-46-3) → (S)-N1-(5-Amino-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide; hydrochloride (113954-20-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 99 percent / NaBH₄ / methanol / Ambient temperature

2: SOCl₂ / benzene / 0.33 h / Heating

3: 85 percent / dimethylsulfoxide

4: 95 percent / NaOH / ethanol; H₂O / Heating

5: 1) SO₂Cl₂; 2) triethylamine / 1) benzene, room temp., 20 min; 2) DMF

6: 92 percent / dimethylformamide / 0 h / Ambient temperature

7: 30 percent / H₂ / 10percent Pd-C / acetic acid

With sodium hydroxide; sodium tetrahydroborate; thionyl chloride; sulfuryl dichloride; hydrogen; triethylamine; palladium on activated charcoal; In methanol; ethanol; water; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;

DOI:10.1016/S0040-4039(00)96340-8

Reference yield:

2-(2,4-bis(benzyloxy)phenyl)acetic acid (66056-40-4) → (S)-N1-(5-Amino-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide; hydrochloride (113954-20-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) SO₂Cl₂; 2) triethylamine / 1) benzene, room temp., 20 min; 2) DMF

2: 92 percent / dimethylformamide / 0 h / Ambient temperature

3: 30 percent / H₂ / 10percent Pd-C / acetic acid

With sulfuryl dichloride; hydrogen; triethylamine; palladium on activated charcoal; In acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)96340-8

upstream raw materials:

(S)-N¹-(5-Amino-pentyl)-2-[2-(2,4-bis-benzyloxy-phenyl)-acetylamino]-succinamide

2,4-dibenzyloxybenzaldehyde

2-(2,4-bis(benzyloxy)phenyl)acetic acid

2,4-dibenzyloxybenzyl alcohol

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