226915-53-3

Basic information

• Product Name: (R)-Benzyl 4-hydroxypent-2-ynoate
• Synonyms: (R)-Benzyl 4-hydroxypent-2-ynoate;Benzyl (R)-4-hydroxy - 2- pentynoate
• CAS NO: 226915-53-3
• Molecular Formula: C₁₂H₁₂O₃
• Molecular Weight: 204.22188
• Mol File: 226915-53-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 354.9±35.0 °C(Predicted)
• Appearance: /
• Density: 1.180±0.06 g/cm3(Predicted)
• PKA: 13.23±0.20(Predicted)
• CAS DataBase Reference: (R)-Benzyl 4-hydroxypent-2-ynoate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-Benzyl 4-hydroxypent-2-ynoate(226915-53-3)
• EPA Substance Registry System: (R)-Benzyl 4-hydroxypent-2-ynoate(226915-53-3)

Safety Data

• Hazardous Substances Data: 226915-53-3(Hazardous Substances Data)

Usage

General Description

The chemical compound "(R)-Benzyl 4-hydroxypent-2-ynoate" is a derivative of benzyl ester and contains a hydroxyl group and an alkyne functional group on the pent-2-ynoate moiety. It is used as a versatile building block in organic synthesis, particularly in the preparation of various pharmaceuticals and agrochemicals. The (R)-configuration of the molecule indicates that it has a specific orientation around the chiral center, which can influence its reactivity and biological activity. Its unique structure and functional groups make it a valuable intermediate in the production of a wide range of chemical compounds.

Downstream Products

• 226915-55-5 (2R)-4-(3-cyclohex-1-enylacryloyloxy)pent-2-ynoic acid benzyl ester 
• 1017854-37-3 C₂₃H₂₄O₆ 
• 226916-21-8 (2R)-4-hydroxypent-(Z)-2-enoic acid benzyl ester 
• 946160-47-0 C₂₁H₁₈O₄ 
• 226916-23-0 C₂₃H₂₆O₆ 
• 226914-91-6 C₂₇H₂₆F₃NO₃ 
• 226914-53-0 C₂₇H₂₆F₃NO₃ 

Relevant articles and documents

Improved large-scale synthesis of(R)-benzyl 4-hydroxyl-2-pentynoate from (R)-3-butyn-2-ol

A reliable one-pot process for the title compound has been developed for large-scale productions. The effect of reaction conditions such as temperature, order of addition, and amount of the lithiation reagent has been extensively investigated, giving rise to an optimal process with highest attainable yield.

Metabolism-based identification of a potent thrombin receptor antagonist

The metabolism of our prototypical thrombin receptor antagonist 1, K i = 2.7 nM, was studied and three major metabolites (2, 4, and 5) were found. The structures of the metabolites were verified independently by synthesis. Compound 4 was shown