CAS 204255-06-1

Ethyl (3R,4R,5S)-4-acetamido-5-azido-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate

Description:

Ethyl (3R,4R,5S)-4-acetamido-5-azido-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate is a complex organic compound characterized by its unique structural features, including a cyclohexene ring and multiple functional groups such as an acetamido group and an azido group. The presence of the ethylpropoxy substituent contributes to its hydrophobic characteristics, while the azido group introduces potential for reactivity, particularly in click chemistry applications. The stereochemistry indicated by the (3R,4R,5S) configuration suggests specific spatial arrangements of atoms, which can influence the compound's biological activity and interaction with other molecules. This compound may exhibit properties relevant to medicinal chemistry, particularly in the development of pharmaceuticals or as a biochemical probe. Its synthesis and handling require careful consideration of safety protocols due to the azido group, which can be sensitive and potentially explosive under certain conditions. Overall, this compound represents a fascinating example of synthetic organic chemistry with potential applications in various fields.

Formula: C₁₆H₂₆N₄O₄

InChI: InChI=1S/C16H26N4O4/c1-5-12(6-2)24-14-9-11(16(22)23-7-3)8-13(19-20-17)15(14)18-10(4)21/h9,12-15H,5-8H2,1-4H3,(H,18,21)/t13-,14+,15+/m0/s1

InChI key: InChIKey=MPTCBJSPQVJIPZ-RRFJBIMHSA-N

SMILES: O(C(CC)CC)[C@H]1[C@H](NC(C)=O)[C@@H](N=[N+]=[N-])CC(C(OCC)=O)=C1

Synonyms:

• (3R,4R,5S)-4-Acetylamino-5-Azido-3-(1-Ethyl-Propoxy)-Cyclohex-1-Enecarboxylic Acid Ethyl Este
• 1-Cyclohexene-1-carboxylic acid, 4-(acetylamino)-5-azido-3-(1-ethylpropoxy)-, ethyl ester, [3R-(3α,4β,5α)]-
• 1-cyclohexene-1-carboxylic acid, 4-(acetylamino)-5-azido-3-(1-ethylpropoxy)-, ethyl ester, (3R,4R,5S)-
• Ethyl (3R,4R,5S)-4-acetamido-5-azido-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate
• Ethyl (3R,4R,5S)-4-acetamido-5-azido-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate
• Ethyl(3R,4R,5S)-4-N-Acetamido-5-azido-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate
• (3R,4R,5S)-4-acetamido-5-azido-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate

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

CAS: 204255-06-1

Formula: C₁₆H₂₆N₄O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 338.4020

Ref: IN-DA0029D5

Oseltamivir Impurity 61

CAS: 204255-06-1

Formula: C₁₆H₂₆N₄O₄

Color and Shape: White To Off-White Solid

Molecular weight: 338.41

Ref: 4Z-O-1189

5-Azido Oseltamivir

Controlled Product

CAS: 204255-06-1

Applications Intermediate in the production of Oseltamivir. It is a COVID19-related research product.
References Kim, C., et al.: J. Med. Chem., 41, 2451 (1998), Carbain, B., et al.: Chem. Med. Chem., 4, 335 (2009),

Formula: C₁₆H₂₆N₄O₄

Color and Shape: Neat

Molecular weight: 338.40

Ref: TR-A919960

5-Azido oseltamivir

CAS: 204255-06-1

5-Azido oseltamivir is a synthetic ligand that binds to the viral neuraminidase and inhibits influenza virus replication. It has been shown to be effective against most strains of the influenza virus, including seasonal H1N1 and H5N1 strains. This drug has been synthesized to inhibit the activity of the viral neuraminidase enzyme that cleaves sialic acid from glycoproteins on cell surfaces, which prevents new viruses from spreading. 5-Azido oseltamivir also inhibits viral replication by acting as a competitive inhibitor with respect to substrate binding sites in the active site of the viral neuraminidase enzyme.

Formula: C₁₆H₂₆N₄O₄

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 338.4 g/mol

Ref: 3D-FA18079

5-Azido Oseltamivir

CAS: 204255-06-1

Formula: C₁₆H₂₆N₄O₄

Molecular weight: 338.41

Ref: ST-EA-CP-O3017