Mimosamycin

Base Information

• Chemical Name: Mimosamycin
• CAS No.: 59493-94-6
• Molecular Formula: C12H11 N O4
• Molecular Weight: 233.224
• DSSTox Substance ID: DTXSID70208192
• Nikkaji Number: J10.773E
• Wikidata: Q6016785
• Metabolomics Workbench ID: 102684
• Mol file: 59493-94-6.mol

Synonyms:mimosamycin

Chemical Property of Mimosamycin

Chemical Property:

• Vapor Pressure: 3.81E-07mmHg at 25°C
• Boiling Point: 416.5°C at 760 mmHg
• Flash Point: 205.7°C
• PSA: 65.37000
• Density: 1.35g/cm³
• LogP: 0.68470
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 233.06880783
• Heavy Atom Count: 17
• Complexity: 537

Purity/Quality:

99% ^*data from raw suppliers

MIMOSAMYCIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)C2=CN(C(=O)C=C2C1=O)C)OC

Technology Process of Mimosamycin

There total 21 articles about Mimosamycin 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: 57.0%

N,6-dimethyl-5,7,8-trimethoxy-1,4-dihydroisoquinolin-3-(2H)-one (114252-31-2) → mimosamycin (59493-94-6)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; at 0 ℃; for 0.5h;

DOI:10.1021/jo990767d

Reference yield: 43.9%

renieramycin E (123641-95-2) → mimosamycin (59493-94-6)

Guidance literature:

With selenium(IV) oxide; toluene-4-sulfonic acid; In 1,4-dioxane; at 80 ℃; for 14h;

DOI:10.1016/j.tet.2004.02.071

Reference yield: 30.0%

7-methoxy-2,6-dimethyl-5,8-dioxo-1,2,3,4,5,8-hexahydroisoquinoline-5,8-dione (86433-78-5) → mimosamycin (59493-94-6)

Guidance literature:

7-methoxy-2,6-dimethyl-5,8-dioxo-1,2,3,4,5,8-hexahydroisoquinoline-5,8-dione; With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -40 ℃; for 0.5h; Polonovski reaction;

With acetic anhydride; triethylamine; at 0 ℃; for 1h;

DOI:10.3987/COM-04-10126

upstream raw materials:

N,6-dimethyl-5,7,8-trimethoxy-1,4-dihydroisoquinolin-3-(2H)-one

methyl iodide

4-cyano-1,2,3,4,5,6-hexahydro-1,5-imino-9-methoxy-8-methyl-3-benzazocine-7,10-dione

7-methoxy-2,6-dimethyl-5,8-dioxo-1,2,3,4,5,8-hexahydroisoquinoline-5,8-dione

Refernces

• 1、 Saito, Naoki,Tanaka, Chieko,Koizumi, Yu-Ichi,Suwanborirux, Khanit,Amnuoypol, Surattana,Pummangura, Sunibhond,Kubo, Akinori. "Chemistry of renieramycins. Part 6: Transformation of renieramycin M into jorumycin and renieramycin J including oxidative degradation products, mimosamycin, renierone, and renierol acetate". . p. 3873 - 3881. Retrieved 2007/10/03.
• 2、 Kesteleyn, Bart,De Kimpe, Norbert. "Synthesis of mimosamycin". . p. 635 - 639. Retrieved 2007/10/03.