Azathramycin

Base Information

• Chemical Name: Azathramycin
• CAS No.: 76801-85-9
• Molecular Formula: C37H70N2O12
• Molecular Weight: 734.969
• Hs Code.: 2934990002
• European Community (EC) Number: 616-385-9
• UNII: 4LSP9FJT5B
• DSSTox Substance ID: DTXSID30998123
• Nikkaji Number: J398.492C
• Wikidata: Q27260028
• ChEMBL ID: CHEMBL1222181
• Mol file: 76801-85-9.mol

Synonyms:10-dihydro-10-deoxo-11-azaerythromycin A;DD-AZAERYTHROMYCIN A

Chemical Property of Azathramycin

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 8.8E-31mmHg at 25°C
• Melting Point: 126-136°C
• Refractive Index: 1.536
• Boiling Point: 815.2 °C at 760 mmHg
• PKA: 13.29±0.70(Predicted)
• Flash Point: 446.8 °C
• PSA: 188.87000
• Density: 1.18 g/cm³
• LogP: 1.88730
• Storage Temp.: -20?C Freezer
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 7
• Exact Mass: 734.49287567
• Heavy Atom Count: 51
• Complexity: 1120

Purity/Quality:

99% ^*data from raw suppliers

9-Deoxo-9a-aza-9a-homo erythromycin A ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1C(C(C(NCC(CC(C(C(C(C(C(=O)O1)C)OC2CC(C(C(O2)C)O)(C)OC)C)OC3C(C(CC(O3)C)N(C)C)O)(C)O)C)C)O)(C)O
• Isomeric SMILES: CC[C@@H]1[C@@]([C@@H]([C@H](NC[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)O)C)C)O)(C)O
• Uses: 9-Deoxo-9a-aza-9a-homo Erythromycin A (Azithromycin EP Impurity A) is a novel intermediate of Azithromycin that acts as antibiotic.

Technology Process of Azathramycin

There total 18 articles about Azathramycin 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: 93.0%

9-deoxo-6-deoxy-6,9-epoxy-9,9a-didehydro-9a-aza-homoerythromycin A (342371-84-0) → 9-Deoxo-9a-aza-9a-homoerythromycin A (76801-85-9)

Guidance literature:

With potassium borohydride; In methanol; at 0 - 5 ℃; for 2h;

Reference yield: 91.5%

C37H66N2O12 → 9-Deoxo-9a-aza-9a-homoerythromycin A (76801-85-9)

Guidance literature:

C₃₇H₆₆N₂O₁₂; With perchloric acid; hydrogen; platinum on activated charcoal; In methanol; at 5 - 42 ℃; for 3h; under 10298 Torr; pH=5.5;

With sodium hydroxide; In water; pH=12 - 12.5;

Reference yield: 86.6%

C37H66N2O12 → 9-Deoxo-9a-aza-9a-homoerythromycin A (76801-85-9)

Guidance literature:

C₃₇H₆₆N₂O₁₂; With perchloric acid; hydrogen; platinum on activated charcoal; In methanol; water; at 5 - 42 ℃; for 3h; under 10298 Torr; pH=5.5;

With sodium hydroxide; In water; pH=12 - 12.5; Product distribution / selectivity;

upstream raw materials:

C₃₇H₆₆N₂O₁₂

C₄₅H₇₅N₃O₁₆S*ClH

erythromycin A oxime

erythromycin A 9-(E)-oxime

Downstream raw materials:

Zithromax(R)

C₄₆H₈₀N₂O₁₂

C₄₅H₇₈N₂O₁₂

C₄₄H₇₅FN₂O₁₂

Refernces

• 1、 -. "Chemical synthesis method for azithromycin intermediate". Paragraph 0006-0007. . Retrieved 2020/02/10.
• 2、 Kiely-Collins,Sechi,Brennan,McLaughlin. "Mild, calcium catalysed Beckmann rearrangements". supporting information. p. 654 - 657. Retrieved 2018/02/06.