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

Base Information

• Chemical Name: (S)-N¹-(5-{3-[4-(3-Amino-propylamino)-butylamino]-propionylamino}-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide; hydrochloride
• CAS No.: 113954-18-0
• Molecular Formula: C₂₇H₄₇N₇O₆*ClH
• Molecular Weight: 602.174

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

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

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 21 articles about (S)-N¹-(5-{3-[4-(3-Amino-propylamino)-butylamino]-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: 95.0%

(S)-N1-{5-[3-(Benzyl-{4-[benzyl-(2-cyano-ethyl)-amino]-butyl}-amino)-propionylamino]-pentyl}-2-[2-(2,4-bis-benzyloxy-phenyl)-acetylamino]-succinamide (125718-86-7) → (S)-N1-(5-{3-[4-(3-Amino-propylamino)-butylamino]-propionylamino}-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide; hydrochloride (113954-18-0)

Guidance literature:

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

DOI:10.1016/S0040-4039(01)80392-0

Reference yield:

3-[(4-Amino-butyl)-benzyl-amino]-propionitrile (125718-87-8) → (S)-N1-(5-{3-[4-(3-Amino-propylamino)-butylamino]-propionylamino}-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide; hydrochloride (113954-18-0)

Guidance literature:

Multi-step reaction with 9 steps

1: 99 percent

2: 81 percent / KF/celite / acetonitrile / Heating

3: 71 percent / aq. NaOH

4: 84 percent / DEC, HOBt / CHCl₃

5: TFA / CH₂Cl₂

6: CHCl₃

7: TFA / CH₂Cl₂

8: dimethylformamide

9: 95 percent / H₂ / Pd/C / acetic acid

With potassium fluoride; sodium hydroxide; diethylcarbamazine; Celite; hydrogen; benzotriazol-1-ol; trifluoroacetic acid; palladium on activated charcoal; In dichloromethane; chloroform; acetic acid; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4039(01)80392-0

Reference yield:

3-{4-[Benzyl-(2-cyano-ethyl)-amino]-butylamino}-propionic acid ethyl ester (125718-88-9) → (S)-N1-(5-{3-[4-(3-Amino-propylamino)-butylamino]-propionylamino}-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide; hydrochloride (113954-18-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 81 percent / KF/celite / acetonitrile / Heating

2: 71 percent / aq. NaOH

3: 84 percent / DEC, HOBt / CHCl₃

4: TFA / CH₂Cl₂

5: CHCl₃

6: TFA / CH₂Cl₂

7: dimethylformamide

8: 95 percent / H₂ / Pd/C / acetic acid

With potassium fluoride; sodium hydroxide; diethylcarbamazine; Celite; hydrogen; benzotriazol-1-ol; trifluoroacetic acid; palladium on activated charcoal; In dichloromethane; chloroform; acetic acid; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4039(01)80392-0

upstream raw materials:

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

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

(S)-N¹-{5-[3-(Benzyl-{4-[benzyl-(2-cyano-ethyl)-amino]-butyl}-amino)-propionylamino]-pentyl}-2-[2-(2,4-bis-benzyloxy-phenyl)-acetylamino]-succinamide

3-[(4-Amino-butyl)-benzyl-amino]-propionitrile

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