(S)-N¹-(5-{3-[3-(3-Amino-propylamino)-propylamino]-propionylamino}-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide; hydrochloride

Base Information

• Chemical Name: (S)-N¹-(5-{3-[3-(3-Amino-propylamino)-propylamino]-propionylamino}-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide; hydrochloride
• CAS No.: 113954-19-1
• Molecular Formula: C₂₆H₄₅N₇O₆*ClH
• Molecular Weight: 588.148
• Mol file: 113954-19-1.mol

Synonyms:

Chemical Property of (S)-N¹-(5-{3-[3-(3-Amino-propylamino)-propylamino]-propionylamino}-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide; hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N¹-(5-{3-[3-(3-Amino-propylamino)-propylamino]-propionylamino}-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide; hydrochloride

There total 9 articles about (S)-N¹-(5-{3-[3-(3-Amino-propylamino)-propylamino]-propionylamino}-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:

2,4-dibenzyloxybenzaldehyde (13246-46-3) → (S)-N1-(5-{3-[3-(3-Amino-propylamino)-propylamino]-propionylamino}-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide; hydrochloride (113954-19-1)

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: 2) H₂ / 1) 1-hydroxybenzotriazole; 2) 10percent Pd-C / 1) DMF, room temp.; 2) CH₃COOH, room temp., 2 h

With sodium hydroxide; sodium tetrahydroborate; thionyl chloride; sulfuryl dichloride; hydrogen; triethylamine; palladium on activated charcoal; benzotriazol-1-ol; In methanol; ethanol; water; 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-{3-[3-(3-Amino-propylamino)-propylamino]-propionylamino}-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide; hydrochloride (113954-19-1)

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: 2) H₂ / 1) 1-hydroxybenzotriazole; 2) 10percent Pd-C / 1) DMF, room temp.; 2) CH₃COOH, room temp., 2 h

With sulfuryl dichloride; hydrogen; triethylamine; palladium on activated charcoal; benzotriazol-1-ol; In N,N-dimethyl-formamide;

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

Reference yield:

ethyl 4,8,12-triazadodecanoate (79405-62-2) → (S)-N1-(5-{3-[3-(3-Amino-propylamino)-propylamino]-propionylamino}-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide; hydrochloride (113954-19-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 40 percent / NaHCO₃ / diethyl ether; H₂O

2: KOH / ethanol / Ambient temperature

3: 70 percent / DCC / dimethylformamide

4: 2) H₂ / 1) 1-hydroxybenzotriazole; 2) 10percent Pd-C / 1) DMF, room temp.; 2) CH₃COOH, room temp., 2 h

With potassium hydroxide; hydrogen; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; palladium on activated charcoal; benzotriazol-1-ol; In diethyl ether; ethanol; water; N,N-dimethyl-formamide;

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

upstream raw materials:

3-(Benzyloxycarbonyl-{3-[benzyloxycarbonyl-(3-benzyloxycarbonylamino-propyl)-amino]-propyl}-amino)-propionic acid 4-nitro-phenyl ester

(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