Rubrobramide

Base Information

• Chemical Name: Rubrobramide
• CAS No.: 205386-57-8
• Molecular Formula: C12H17NO5
• Molecular Weight: 255.2671
• DSSTox Substance ID: DTXSID40942713
• Wikidata: Q82919727
• ChEMBL ID: CHEMBL490137
• Mol file: 205386-57-8.mol

Synonyms:rubrobramide

Chemical Property of Rubrobramide

Chemical Property:

• Vapor Pressure: 4.63E-11mmHg at 25°C
• Boiling Point: 476°Cat760mmHg
• Flash Point: 241.7°C
• PSA: 88.35000
• Density: 1.396g/cm³
• LogP: -0.03000
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 255.11067264
• Heavy Atom Count: 18
• Complexity: 450

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC12C3C(C(=O)CC(O3)(O1)C)(C(=O)N2)O
• Isomeric SMILES: CC(C)C[C@]12[C@H]3[C@](C(=O)C[C@](O3)(O1)C)(C(=O)N2)O

Technology Process of Rubrobramide

There total 19 articles about Rubrobramide 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: 80.0%

(+)-rubrobramide (1S,4R)-camphanate → (+)-rubrobramide (205386-57-8)

Guidance literature:

With methanol; potassium carbonate; at 0 ℃; for 0.333333h;

DOI:10.1002/anie.201602910

Reference yield: 78.0%

(-)-rubrobramide (1S,4R)-camphanate → (-)-rubrobramide (205386-57-8)

Guidance literature:

With methanol; potassium carbonate; at 0 ℃; for 1h;

DOI:10.1002/anie.201602910

Reference yield: 76.0%

(4aRS,7aRS)-4a-hydroxy-2-methyl-7-(2-methylpropylidene)-4a,6,7,7a-tetrahedropyrano[2,3-c]pyrrole-4,5-dione → (±)-rubrobramide (205386-57-8)

Guidance literature:

With toluene-4-sulfonic acid; In water; acetone; at 70 ℃; for 144h;

DOI:10.1002/anie.201602910

upstream raw materials:

isobutyl glyoxal

Refernces

• 1、 Kusakabe, Yasuha,Mizutani, Shoma,Kamo, Shogo,Yoshimoto, Tatsuki,Tomoshige, Shusuke,Kawasaki, Tsuneomi,Takasawa, Ryoko,Tsubaki, Kazunori,Kuramochi, Kouji. "Synthesis, antibacterial and cytotoxic evaluation of flavipucine and its derivatives". . p. 1390 - 1394. Retrieved 2019.