CAS 229613-93-8

(1S,4R)-4-[[(1,1-diMethylethoxy)carbonyl]amino]- 2-Cyclopentene-1-carboxylic acid Methyl ester

Description:

The chemical substance known as (1S,4R)-4-[[(1,1-diMethylethoxy)carbonyl]amino]-2-cyclopentene-1-carboxylic acid methyl ester, with the CAS number 229613-93-8, is characterized by its unique structural features and functional groups. This compound contains a cyclopentene ring, which contributes to its cyclic structure and potential reactivity. The presence of an amino group linked to a carbonyl moiety indicates that it may participate in various chemical reactions, such as amide formation or nucleophilic attacks. The diisopropyl ether functionality suggests that it may exhibit hydrophobic characteristics, influencing its solubility and interaction with biological systems. Additionally, the methyl ester group enhances its lipophilicity, potentially affecting its pharmacokinetic properties. The stereochemistry, denoted by the (1S,4R) configuration, implies specific spatial arrangements that can influence the compound's biological activity and interactions with enzymes or receptors. Overall, this compound's unique combination of cyclic structure, functional groups, and stereochemistry makes it of interest in medicinal chemistry and organic synthesis.

Formula: C₁₂H₁₉NO₄

InChI: InChI=1S/C12H19NO4/c1-12(2,3)17-11(15)13-9-6-5-8(7-9)10(14)16-4/h5-6,8-9H,7H2,1-4H3,(H,13,15)/t8-,9+/m1/s1

Synonyms:

• 2-cyclopentene-1-carboxylic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-, methyl ester, (1S,4R)-
• Methyl (1S,4R)-4-[(tert-butoxycarbonyl)amino]cyclopent-2-ene-1-carboxylate
• (3aR,4R,6S,6aS)-methyl  4-(tert-butoxycarbonyl)-3-(pentan-3-yl)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]isoxazole-6-carboxylate
• (3aR,4R,6S,6aS)-4-[[(1,1-Dimethylethoxy)carbonyl]amino]-3-(1-ethylpropyl)-3a,5,6,6a-tetrahydro-4H-cyclopent[d]isoxazole-6-carboxylic acid methyl ester

4H-​Cyclopent[d]​isoxazole-​6-​carboxylic acid, 4-​[[(1,​1-​dimethylethoxy)​carbonyl]​amino]​-​3-​(1-​ethylpropyl)​-​3a,​5,​6,​6a-​tetrahydro-​, methyl ester, (3aR,​4R,​6S,​6aS)​-

CAS: 229613-93-8

Formula: C₁₈H₃₀N₂O₅

Purity: 95%

Color and Shape: Solid

Molecular weight: 354.4412

Ref: IN-DA002LOM

(3aR,4R,6S,6aS)-Methyl 4-((Tert-Butoxycarbonyl)Amino)-3-(Pentan-3-yl)-4,5,6,6a-Tetrahydro-3aH-Cyclopenta[d]Isoxazole-6-Carboxylate

CAS: 229613-93-8

(3aR,4R,6S,6aS)-Methyl 4-((Tert-Butoxycarbonyl)Amino)-3-(Pentan-3-yl)-4,5,6,6a-Tetrahydro-3aH-Cyclopenta[d]Isoxazole-6-Carboxylate

Purity: 98%

Molecular weight: 354.44g/mol

Ref: 54-OR1008073

Peramivir Impurity 1

CAS: 229613-93-8

Formula: C₁₈H₃₀N₂O₅

Color and Shape: Off-White Solid

Molecular weight: 354.45

Ref: 4Z-P-124005

(3aR,4R,6S,6aS)-4-[[(1,1-Dimethylethoxy)carbonyl]amino]-3-(1-ethylpropyl)-3a,5,6,6a-tetrahydro-4H-cyclopent[d]isoxazole-6-carboxylic Acid Methyl Ester

Controlled Product

CAS: 229613-93-8

Applications (3aR,4R,6S,6aS)-4-[[(1,1-Dimethylethoxy)carbonyl]amino]-3-(1-ethylpropyl)-3a,5,6,6a-tetrahydro-4H-cyclopent[d]isoxazole-6-carboxylic Acid Methyl Ester is an intermediate used in the synthesis of peramivir (P285500), a neuraminidase inhibitor developed as an antiviral agent for the treatment of influenza.
References Hansen, T., et al.: Europ. J. Med. Chem., 58, 22 (2012);

Formula: C₁₈H₃₀N₂O₅

Color and Shape: Neat

Molecular weight: 354.44

Ref: TR-D472890

(3aR,4R,6S,6aS)-Methyl 4-((tert-butoxycarbonyl)amino)-3-(pentan-3-yl)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]isoxazole-6-carboxylate

CAS: 229613-93-8

Formula: C₁₈H₃₀N₂O₅

Purity: 95.0%

Color and Shape: Solid

Molecular weight: 354.447

Ref: 10-F461509