Azithromycin Impurity R

Base Information

• Chemical Name: Azithromycin Impurity R
• CAS No.: 161193-44-8
• Molecular Formula: C37H66N2O12
• Molecular Weight: 730.937
• UNII: V8TC4THK28
• Nikkaji Number: J908.850D
• Mol file: 161193-44-8.mol

Synonyms:Erythromycin A 9,11-Imino Ether;Azithromycin Impurity R;161193-44-8;V8TC4THK28;(1R,2R,3R,6R,7S,8S,9R,10R,12R,15R)-7-[(2,6-Dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranosyl)oxy]-3-ethyl-2,10-dihydroxy-2,6,8,10,12,15-hexamethyl-9-[[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy]-4,16-dioxa-14-azabicyclo[11.2.1]hexadec-13-en-5-one;4,16-Dioxa-14-azabicyclo[11.2.1]hexadec-13-en-5-one, 7-[(2,6-dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranosyl)oxy]-3-ethyl-2,10-dihydroxy-2,6,8,10,12,15-hexamethyl-9-[[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy]-, (1R,2R,3R,6R,7S,8S,9R,10R,12R,15R)-;4,16-Dioxa-14-azabicyclo[11.2.1]hexadec-13-en-5-one, 7-[(2,6-dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranosyl)oxy]-3-ethyl-2,10-dihydroxy-2,6,8,10,12,15-hexamethyl-9-[[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy]-, [1R-(1R*,2R*,3R*,6R*,7S*,8S*,9R*,10R*,12R*,15R*)]-

Chemical Property of Azithromycin Impurity R

Chemical Property:

• Melting Point: 130-131 °C
• Boiling Point: 809.2±65.0 °C(Predicted)
• PKA: 12.71±0.70(Predicted)
• PSA: 178.20000
• Density: 1.29±0.1 g/cm3(Predicted)
• LogP: 1.84090
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 7
• Exact Mass: 730.46157554
• Heavy Atom Count: 51
• Complexity: 1220

Purity/Quality:

99% ^*data from raw suppliers

Erythromycin A 9,11-Imino Ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1C(C2C(N=C(O2)C(CC(C(C(C(C(C(=O)O1)C)OC3CC(C(C(O3)C)O)(C)OC)C)OC4C(C(CC(O4)C)N(C)C)O)(C)O)C)C)(C)O
• Isomeric SMILES: CC[C@@H]1[C@@]([C@H]2[C@H](N=C(O2)[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)O)(C)OC)C)O[C@H]4[C@@H]([C@H](C[C@H](O4)C)N(C)C)O)(C)O)C)C)(C)O
• Uses: Erythromycin A 9,11-Imino Ether is an impurity in the synthesis of Erythromycin (E649950), a macrolide antibiotic with broad spectrum of antibacterial activity.

Technology Process of Azithromycin Impurity R

There total 1 articles about Azithromycin Impurity R 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: 54.0%

erythromycin 6,9-imino ether → C37H66N2O12 (161193-44-8) + C37H66N2O12 (200419-97-2)

Guidance literature:

In nitromethane; for 1h; Heating;

DOI:10.1016/S0040-4020(97)10172-7

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + formic acid (64-18-6) + C37H66N2O12 (161193-44-8) → Zithromax(R) (83905-01-5,92470-27-4)

Guidance literature:

With sodium tetrahydroborate; Multistep reaction; 1.) ethylene glycol, 0 deg C -> room temperature; room temperature, 5 h, 2.) H2O, CHCl3;

DOI:10.1016/S0040-4020(97)10172-7

Downstream raw materials:

Zithromax(R)

Refernces