DU 6858

Base Information

• Chemical Name: DU 6858
• CAS No.: 127199-06-8
• Molecular Formula: C₁₉H₁₈ClF₂N₃O₃
• Molecular Weight: 409.82
• Mol file: 127199-06-8.mol

Synonyms:3-Quinolinecarboxylicacid,7-(7-amino-5-azaspiro[2.4]hept-5-yl)-8-chloro-6-fluoro-1-(2-fluorocyclopropyl)-1,4-dihydro-4-oxo-,[1S-[1a(S*),2a]]-; 5-Azaspiro[2.4]heptane, 3-quinolinecarboxylicacid deriv.; DU 6858

Chemical Property of DU 6858

Chemical Property:

• PSA: 88.56000
• Density: 1.63
• LogP: 3.46790

Purity/Quality:

99% ^*data from raw suppliers

SitafloxacinisomerII ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DU 6858

There total 66 articles about DU 6858 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: 97.3%

C26H30ClF2N3O5 → sitafloxacin (127254-12-0,127199-06-8,127254-10-8,127254-11-9,155421-11-7,163157-04-8,167355-47-7,273401-03-9)

Guidance literature:

With trifluoroacetic acid; In chloroform; at 20 - 25 ℃; Cooling with ice;

Reference yield: 97.0%

7-[7-(s)-tert-butoxycarbonylamino-5-azaspiro[2,4]-hept-5-yl]-8-chloro-6-fluoro-1-[(1R,2S)-2-fluoro-1-cyclopropyl]-1,4-dihydro-4-oxoquinoline-3-carboxylic acid → sitafloxacin (127254-12-0,127199-06-8,127254-10-8,127254-11-9,155421-11-7,163157-04-8,167355-47-7,273401-03-9)

Guidance literature:

With hydrogenchloride; In dichloromethane; water; at 0 - 30 ℃; for 1h; Solvent;

Reference yield: 87.0%

C20H17BClF2N3O4 → sitafloxacin (127254-12-0,127199-06-8,127254-10-8,127254-11-9,155421-11-7,163157-04-8,167355-47-7,273401-03-9)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 0.833333h; Cooling with ice;

DOI:10.14233/ajchem.2014.17864

upstream raw materials:

(7S)-5-azaspiro[2.4]heptan-7-ylcarbamic acid tert-butyl ester

7-(S)-amino-5-<1(R)-phenylethyl>-5-azaspiro<2.4>heptane

7-(S)-amino-5-<1(R)-phenylethyl>-4-oxo-5-azaspiro<2.4>heptane

7(S)-<(tert-butoxycarbonyl)amino>-5-<1(R)-phenylethyl>-5-azaspiro<2.4>heptane

Refernces

• 1、 -. "Method for preparing sitafloxacin". Paragraph 0022; 0023; 0026; 0029. . Retrieved 2017/06/28.
• 2、 -. "A Sitafloxacine intermediate, Sitafloxacine preparation method and Sitafloxacine pharmaceutical composition". Paragraph 0024; 0060-0061. . Retrieved 2017/01/19.