N-Cyano Zanamivir Amine Triacetate Methyl Ester

Base Information

• Chemical Name: N-Cyano Zanamivir Amine Triacetate Methyl Ester
• CAS No.: 1228216-82-7
• Molecular Formula: C19H25N3O10
• Molecular Weight: 455.422
• Mol file: 1228216-82-7.mol

Synonyms:N-Cyano Zanamivir Amine Triacetate Methyl Ester;5-(AcetylaMino)-4-(N-cyano)aMino-2,6-anhydro-3,4,5-trideoxy-

Chemical Property of N-Cyano Zanamivir Amine Triacetate Methyl Ester

Chemical Property:

• PKA: 13.73±0.70(Predicted)
• PSA: 182.84000
• Density: 1.33±0.1 g/cm3(Predicted)
• LogP: 0.04378
• Solubility.: Chloroform, Methanol

Purity/Quality:

N-CyanoZanamivirAmineTriacetateMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the preparation of Zanamivir.

Technology Process of N-Cyano Zanamivir Amine Triacetate Methyl Ester

There total 3 articles about N-Cyano Zanamivir Amine Triacetate Methyl Ester 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:

5-acetamido-7,8,9-tri-O-acetyl-2,6-anhydro-4-amino-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid methyl ester (139110-70-6) → methyl 5-acetamido-4-cyanamido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate (1228216-82-7)

Guidance literature:

With bromocyane; sodium acetate; In methanol; at 15 - 20 ℃;

Reference yield:

bromocyane (506-68-3) + 5-acetamido-7,8,9-tri-O-acetyl-2,6-anhydro-4-amino-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid methyl ester (139110-70-6) → methyl 5-acetamido-4-cyanamido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate (1228216-82-7)

Guidance literature:

With sodium acetate; In methanol; at 15 - 20 ℃;

Reference yield:

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate (130525-58-5) → methyl 5-acetamido-4-cyanamido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate (1228216-82-7)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc; ammonium chloride / water / 20 - 30 °C

2: sodium acetate; bromocyane / methanol / 15 - 20 °C

With bromocyane; sodium acetate; ammonium chloride; zinc; In methanol; water;

upstream raw materials:

bromocyane

5-acetamido-7,8,9-tri-O-acetyl-2,6-anhydro-4-amino-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid methyl ester

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Downstream raw materials:

zanamivir

Refernces

• 1、 -. "PROCESS FOR PREPARING ZANAMIVIR AND INTERMEDIATES FOR USE IN THE PROCESS". Page/Page column 14. . Retrieved 2010/06/17.