[(1S,5R,6R)-6-acetamido-3-ethoxycarbonyl-5-pentan-3-yloxycyclohex-3-en-1-yl]azanium;dihydrogen phosphate

Base Information

• Chemical Name: [(1S,5R,6R)-6-acetamido-3-ethoxycarbonyl-5-pentan-3-yloxycyclohex-3-en-1-yl]azanium;dihydrogen phosphate
• CAS No.: 204255-11-8
• Molecular Formula: C16H28N2O4^.H3PO4
• Molecular Weight: 410.404
• Hs Code.: 2924299500
• Mol file: 204255-11-8.mol

Synonyms:[(1S,5R,6R)-6-acetamido-3-ethoxycarbonyl-5-pentan-3-yloxycyclohex-3-en-1-yl]azanium;dihydrogen phosphate

Chemical Property of [(1S,5R,6R)-6-acetamido-3-ethoxycarbonyl-5-pentan-3-yloxycyclohex-3-en-1-yl]azanium;dihydrogen phosphate

Chemical Property:

• Appearance/Colour: white cyrstalline solid
• Melting Point: 196-198°C
• Boiling Point: 473.3 °C at 760 mmHg
• Flash Point: 240 °C
• PSA: 178.22000
• Density: 1.08g/cm3
• LogP: 1.44800
• Storage Temp.: -20°C Freezer
• Solubility.: H2O: soluble30mg/mL, clear
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 410.18180295
• Heavy Atom Count: 27
• Complexity: 468

Purity/Quality:

98% ^*data from raw suppliers

Oseltamivir phosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(CC)OC1C=C(CC(C1NC(=O)C)[NH3+])C(=O)OCC.OP(=O)(O)[O-]
• Isomeric SMILES: CCC(CC)O[C@@H]1C=C(C[C@@H]([C@H]1NC(=O)C)[NH3+])C(=O)OCC.OP(=O)(O)[O-]
• Uses: Oseltamivir Phosphate is an orally active inhibitor of influenza virus neuraminidase; converted in vivo to the active acid metabolite. An antiviral drug. It is a COVID19-related research product. Oseltamivir phosphate (Tamiflu) is a competitive neuraminidase inhibitor. The prodrug oseltamivir phosphate (Tamiflu) is itself not virally effective; however, once in the liver, it is converted by natural chemical processes, hydrolysed hepatically to its
• Description: Oseltamivir phosphate (Tamiflu) was launched in the US and Switzerland for the treatment of influenza infections by all common strain viruses. It is an oral anti-viral drug approved for the treatment of acute, uncomplicated influenza in patients 2 weeks of age and older whose flu symptoms have not lasted more than two days. This product is approved to treat Type A and B influenza; however, the majority of patients included in the studies were infected with type A, the most common in the U.S. Efficacy of Tamiflu in the treatment of influenza in subjects with chronic cardiac disease and/or respiratory disease has not been established.
• Therapeutic Function: Antiviral
• Clinical Use: Oseltamivir was approved as the first orally administered neuraminidase inhibitor used against influenza A and B viruses. The drug is indicated for the treatment of uncomplicated acute illness caused by influenza infection.

Technology Process of [(1S,5R,6R)-6-acetamido-3-ethoxycarbonyl-5-pentan-3-yloxycyclohex-3-en-1-yl]azanium;dihydrogen phosphate

There total 179 articles about [(1S,5R,6R)-6-acetamido-3-ethoxycarbonyl-5-pentan-3-yloxycyclohex-3-en-1-yl]azanium;dihydrogen phosphate 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: 98.0%

oseltamivir (196618-13-0) → oseltamivir phosphate (204255-11-8)

Guidance literature:

With phosphoric acid; In ethanol; at 50 ℃; for 0.0166667h; Sonication;

Reference yield: 92.0%

oseltamivir (204255-06-1) → oseltamivir phosphate (204255-11-8)

Guidance literature:

oseltamivir; With tributylphosphine; triphenylphosphine; In ethanol; water; at 50 ℃; for 3h;

With phosphoric acid; In ethanol;

Reference yield: 88.0%

phosphoric acid (86119-84-8,7664-38-2) + oseltamivir (196618-13-0) → oseltamivir phosphate (204255-11-8)

Guidance literature:

In ethanol; water; at 50 - 55 ℃; for 1.5 - 2h;

upstream raw materials:

oseltamivir

tert-butyl [(1S,5R,6R)-6-acetylamino-3-cyano-5-(1-ethylpropoxy)cyclohex-3-en-1-yl]carbamate

ethanol

(1S,2R)-2-(acetylamino)-1-(tert-butoxycarbonylamino)-4-cyclohexen-3-one

Downstream raw materials:

(3R,4R,5S)-4-acetamido-5-[(tert-butoxycarbonyl)-amino]-3-(1-ethylpropoxy)-1-bromocyclohexene

C₂₃H₃₅N₃O₆S₂

oseltamivir acid

(3R,4R,5S)-4-acetylamino-5-acetylamino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylic acid ethyl ester

Refernces

• 1、 -. "Synthesis method of oseltamivir phosphate". Paragraph 0041; 0053-0054. . Retrieved 2022/03/18.
• 2、 -. "Preparation method of oseltamivir phosphate". Paragraph 0025-0026; 0028-0056. . Retrieved 2021/08/28.