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

Base Information

• Chemical Name: (S)-N¹-{5-[3-(Benzyl-{4-[benzyl-(2-cyano-ethyl)-amino]-butyl}-amino)-propionylamino]-pentyl}-2-[2-(2,4-bis-benzyloxy-phenyl)-acetylamino]-succinamide
• CAS No.: 125718-86-7
• Molecular Formula: C₅₅H₆₇N₇O₆
• Molecular Weight: 922.18

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

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

Chemical Property:

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

There total 11 articles about (S)-N¹-{5-[3-(Benzyl-{4-[benzyl-(2-cyano-ethyl)-amino]-butyl}-amino)-propionylamino]-pentyl}-2-[2-(2,4-bis-benzyloxy-phenyl)-acetylamino]-succinamide 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:

3-(benzylamino)propionitrile (706-03-6) → (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)

Guidance literature:

Multi-step reaction with 10 steps

1: 85.8 percent / KF/celite / acetonitrile / Heating

2: 96 percent / hydrazine / methanol

3: 99 percent

4: 81 percent / KF/celite / acetonitrile / Heating

5: 71 percent / aq. NaOH

6: 84 percent / DEC, HOBt / CHCl₃

7: TFA / CH₂Cl₂

8: CHCl₃

9: TFA / CH₂Cl₂

10: dimethylformamide

With potassium fluoride; sodium hydroxide; diethylcarbamazine; Celite; benzotriazol-1-ol; trifluoroacetic acid; hydrazine; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile;

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

Reference yield:

3-[(4-Amino-butyl)-benzyl-amino]-propionitrile (125718-87-8) → (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)

Guidance literature:

Multi-step reaction with 8 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

With potassium fluoride; sodium hydroxide; diethylcarbamazine; Celite; benzotriazol-1-ol; trifluoroacetic acid; In dichloromethane; chloroform; 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-(Benzyl-{4-[benzyl-(2-cyano-ethyl)-amino]-butyl}-amino)-propionylamino]-pentyl}-2-[2-(2,4-bis-benzyloxy-phenyl)-acetylamino]-succinamide (125718-86-7)

Guidance literature:

Multi-step reaction with 7 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

With potassium fluoride; sodium hydroxide; diethylcarbamazine; Celite; benzotriazol-1-ol; trifluoroacetic acid; In dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile;

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

upstream raw materials:

dibenzyl-2,4-dihydroxyphenylacetic acid N-hydroxysuccinimide ester

3-(benzylamino)propionitrile

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

3-{4-[Benzyl-(2-cyano-ethyl)-amino]-butylamino}-propionic acid ethyl ester

Downstream raw materials:

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

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