N-[1-[1-(1-aminomethyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-2-(1H-indol-3-yl)-ethyl]-3-tert-butoxycarbonylamino-succinamic acid

Base Information

• Chemical Name: N-[1-[1-(1-aminomethyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-2-(1H-indol-3-yl)-ethyl]-3-tert-butoxycarbonylamino-succinamic acid
• CAS No.: 835916-09-1
• Molecular Formula: C₃₈H₄₆N₆O₇
• Molecular Weight: 698.819
• Mol file: 835916-09-1.mol

Synonyms:N-[1-[1-(1-aminomethyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-2-(1H-indol-3-yl)-ethyl]-3-tert-butoxycarbonylamino-succinamic acid

Chemical Property of N-[1-[1-(1-aminomethyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-2-(1H-indol-3-yl)-ethyl]-3-tert-butoxycarbonylamino-succinamic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[1-[1-(1-aminomethyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-2-(1H-indol-3-yl)-ethyl]-3-tert-butoxycarbonylamino-succinamic acid

There total 8 articles about N-[1-[1-(1-aminomethyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-2-(1H-indol-3-yl)-ethyl]-3-tert-butoxycarbonylamino-succinamic acid 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:

N-[1-{1-[1-(benzyloxycarbonylamino-methyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-2-(1H-indol-3-yl)-ethyl]-3-tert-butoxycarbonylamino-succinamic acid benzyl ester (1026301-23-4) → N-[1-[1-(1-aminomethyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-2-(1H-indol-3-yl)-ethyl]-3-tert-butoxycarbonylamino-succinamic acid (835916-09-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In water; N,N-dimethyl-formamide; for 6h;

DOI:10.1021/jm040832y

Reference yield:

(2R)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropylamine (185384-16-1,179051-72-0) → N-[1-[1-(1-aminomethyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-2-(1H-indol-3-yl)-ethyl]-3-tert-butoxycarbonylamino-succinamic acid (835916-09-1)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 77 percent / Et₃N / tetrahydrofuran / 1 h / 0 °C

2.1: 99 percent / HCl / methanol; dioxane / 1 h

3.1: HOBt; EDC*HCl / acetonitrile / 0.5 h / 0 °C

3.2: Et₃N / acetonitrile / 3 h / 20 °C

4.1: 30 g / HCl / methanol; dioxane / 8 h / 20 °C

5.1: HOBt; EDC*HCl / dimethylformamide / 0.25 h

5.2: Et₃N / dimethylformamide / 2 h / 20 °C

6.1: HCl / methanol; dioxane / 5.5 h / 20 °C

7.1: HOBt; EDC*HCl / dimethylformamide / 0.25 h

7.2: Et₃N / dimethylformamide / 4 h / 20 °C

8.1: H₂ / Pd/C / dimethylformamide; H₂O / 6 h

With hydrogenchloride; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm040832y

Reference yield:

(2-(R)-{2-(S)-[2-(S)-amino-3-(1H-indol-3-yl)propionylamino]-3-phenylpropionylamino}-3-phenylpropyl)carbamic acid benzyl ester (211689-64-4) → N-[1-[1-(1-aminomethyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-2-(1H-indol-3-yl)-ethyl]-3-tert-butoxycarbonylamino-succinamic acid (835916-09-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: HOBt; EDC*HCl / dimethylformamide / 0.25 h

1.2: Et₃N / dimethylformamide / 4 h / 20 °C

2.1: H₂ / Pd/C / dimethylformamide; H₂O / 6 h

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In water; N,N-dimethyl-formamide;

DOI:10.1021/jm040832y

upstream raw materials:

N-[1-{1-[1-(benzyloxycarbonylamino-methyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-2-(1H-indol-3-yl)-ethyl]-3-tert-butoxycarbonylamino-succinamic acid benzyl ester

(2R)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropylamine

(2-(R)-{2-(S)-[2-(S)-amino-3-(1H-indol-3-yl)propionylamino]-3-phenylpropionylamino}-3-phenylpropyl)carbamic acid benzyl ester

(2-{2-[2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-3-phenyl-propionylamino}-3-phenyl-propyl)-carbamic acid benzyl ester

Downstream raw materials:

(2S,5S,8R,13R)-13-Amino-5,8-dibenzyl-2-(1H-indol-3-ylmethyl)-1,4,7,10-tetraaza-cyclotetradecane-3,6,11,14-tetraone

[(3R,6S,9S,12R)-3,6-Dibenzyl-9-(1H-indol-3-ylmethyl)-5,8,11,14-tetraoxo-1,4,7,10-tetraaza-cyclotetradec-12-yl]-carbamic acid tert-butyl ester