2,8-Bis<(N-carbonyl-Gly-Phe-NMe2)-Pro-D-Ala-NH>epindolidione

Base Information

• Chemical Name: 2,8-Bis<(N-carbonyl-Gly-Phe-NMe2)-Pro-D-Ala-NH>epindolidione
• CAS No.: 121638-08-2
• Molecular Formula: C₆₀H₇₀N₁₄O₁₂
• Molecular Weight: 1179.3
• Mol file: 121638-08-2.mol

Synonyms:

Chemical Property of 2,8-Bis<(N-carbonyl-Gly-Phe-NMe2)-Pro-D-Ala-NH>epindolidione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,8-Bis<(N-carbonyl-Gly-Phe-NMe2)-Pro-D-Ala-NH>epindolidione

There total 15 articles about 2,8-Bis<(N-carbonyl-Gly-Phe-NMe2)-Pro-D-Ala-NH>epindolidione 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: 75.0%

L-Phenylalanine Dimethylamide Hydrobromide (104347-81-1) + 2,8-Bis<(N-carbonyl-Gly-OH)-Pro-D-Ala-NH>epindolidione (121616-45-3) → 2,8-Bis<(N-carbonyl-Gly-Phe-NMe2)-Pro-D-Ala-NH>epindolidione (121638-08-2,128386-61-8)

Guidance literature:

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide; In N,N-dimethyl-formamide; for 22h;

DOI:10.1021/jo00302a033

Reference yield:

N-benzyloxycarbonyl-L-phenylalanine p-nitrophenyl ester (2578-84-9) → 2,8-Bis<(N-carbonyl-Gly-Phe-NMe2)-Pro-D-Ala-NH>epindolidione (121638-08-2,128386-61-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / CH₂Cl₂ / 0.08 h / 0 °C

2: 75 percent / 40percent HBr/HOAc / 0.25 h / 23 °C

3: 75 percent / N-hydroxybenzotriazole, diisopropylethylamine, diisopropylcarbodiimide / dimethylformamide / 22 h

With hydrogen bromide; benzotriazol-1-ol; acetic acid; N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00302a033

Reference yield:

dimethyl bis(p-nitroanilino)maleate (128302-65-8) → 2,8-Bis<(N-carbonyl-Gly-Phe-NMe2)-Pro-D-Ala-NH>epindolidione (121638-08-2,128386-61-8)

Guidance literature:

Multi-step reaction with 10 steps

1: 53 percent / Dowtherm A / 0.25 h / Heating

2: 1.96 g / SnCl₂*2H₂O / aq. HCl / 0.17 h / Heating

3: 1. NaAlCl₄ 2. H₂SO₄ / 1. 160 deg C, 1 h 2. H₂O

4: 76 percent / triethylamine / dimethylsulfoxide / 1 h

5: trifluoroacetic acid / CH₂Cl₂ / 0.17 h / 0 °C

6: triethylamine / dimethylformamide / 4 h

7: trifluoroacetic acid / CH₂Cl₂ / 0.33 h / 0 °C

8: triethylamine / dimethylformamide / 4 h

9: 99 percent / LiOH, H₂O / tetrahydrofuran / 36 h

10: 75 percent / N-hydroxybenzotriazole, diisopropylethylamine, diisopropylcarbodiimide / dimethylformamide / 22 h

With lithium hydroxide; diphenyl ether-biphenyl eutectic; sodium tetrachloroaluminate; sulfuric acid; water; benzotriazol-1-ol; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tin(ll) chloride; diisopropyl-carbodiimide; In tetrahydrofuran; hydrogenchloride; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jo00302a033

upstream raw materials:

L-Phenylalanine Dimethylamide Hydrobromide

2,8-Bis<(N-carbonyl-Gly-OH)-Pro-D-Ala-NH>epindolidione

N-benzyloxycarbonyl-L-phenylalanine p-nitrophenyl ester

2-(methoxycarbonyl)-3-(p-nitroaniline)-6-nitro-4-quinolone