Amidomycin

Base Information

• Chemical Name: Amidomycin
• CAS No.: 552-33-0
• Molecular Formula: C₄₀H₆₈N₄O₁₂
• Molecular Weight: 797
• UNII: 2ZKG2KY46V
• Wikidata: Q27255860

Synonyms:Amidomycin;Amidomycin [MI];UNII-2ZKG2KY46V;2ZKG2KY46V;552-33-0;Cyclo((2R)-2-hydroxy-3-methylbutanoyl-D-valyl-(2R)-2-hydroxy-3-methylbutanoyl-D-valyl-(2R)-2-hydroxy-3-methylbutanoyl-D-valyl-(2R)-2-hydroxy-3-methylbutanoyl-D-valyl);Q27255860

Chemical Property of Amidomycin

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• XLogP3: 8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 8
• Exact Mass: 796.48337362
• Heavy Atom Count: 56
• Complexity: 1200

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)C1C(=O)OC(C(=O)NC(C(=O)OC(C(=O)NC(C(=O)OC(C(=O)NC(C(=O)OC(C(=O)N1)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C
• Isomeric SMILES: CC(C)[C@@H]1C(=O)O[C@@H](C(=O)N[C@@H](C(=O)O[C@@H](C(=O)N[C@@H](C(=O)O[C@@H](C(=O)N[C@@H](C(=O)O[C@@H](C(=O)N1)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C

Technology Process of Amidomycin

There total 4 articles about Amidomycin 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: 5.0%

benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleric acid pentafluorophenyl ester (125760-11-4) → Cyclo-(L-Val-L-Hyiv-L-Val-L-Hyiv)4 (125760-12-5) + Cyclo-(L-Val-L-Hyiv-L-Val-L-Hyiv)2 (552-33-0,3053-07-4,13759-66-5,15072-89-6,106292-89-1)

Guidance literature:

With dmap; hydrogen; palladium on activated charcoal; In 1,4-dioxane; at 90 ℃; for 24h;

DOI:10.1016/S0040-4039(00)99557-1

Reference yield:

D-valyl->L-2-hydroxy-3-methyl-butyryl->L-valyl->D-2-hydroxy-3-methyl-butyric acid; hydrobromide (14332-72-0,14332-75-3,14332-76-4) → cyclo-(D-2-hydroxy-3-methyl-butyryl->D-valyl->L-2-hydroxy-3-methyl-butyryl->L-valyl->D-2-hydroxy-3-methyl-butyryl->D-valyl->L-2-hydroxy-3-methyl-butyryl->L-valyl) (552-33-0,3053-07-4,13759-66-5,15072-89-6,106292-89-1)

Guidance literature:

Multistep reaction; (i) SOCl₂, (ii) Et₃N, benzene;

Reference yield:

→ cyclo-(D-2-hydroxy-3-methyl-butyryl->D-valyl->D-2-hydroxy-3-methyl-butyryl->D-valyl->D-2-hydroxy-3-methyl-butyryl->D-valyl->D-2-hydroxy-3-methyl-butyryl->D-valyl) (552-33-0,3053-07-4,13759-66-5,15072-89-6)

Guidance literature:

aus RCOCl durch Cycl.;

upstream raw materials:

D-valyl->L-2-hydroxy-3-methyl-butyryl->L-valyl->D-2-hydroxy-3-methyl-butyric acid; hydrobromide

benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleric acid pentafluorophenyl ester

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