(1R,4S)-cis-4-Acetoxy-2-cyclopenten-1-ol - ≥98%(GC), sum of enantiomers , CAS No.60176-77-4

CAS: 60176-77-4 Cat. No.: R465383 Molecular Weight: 142.15 PubChem CID: 9855498

GRADE & PURITY ≥98%(GC), sum of enantiomers

Synonyms

(1R,4S)-cis-4-Acetoxy-2-cyclopenten-1-ol, >=98.0% (sum of enantiomers, GC) | acetic acid (1S,4R)-4-hydroxy-cyclopent-2-enyl ester | (1S,4R)-4-hydroxy-2-cyclopentenol acetate | (1S,4R)-4-HYDROXYCYCLOPENT-2-EN-1-YL ACETATE | [(1S,4R)-4-hydroxycyclopent-2-en

Storage

Room temperature

Overview

Description

(1R,4S)-cis-4-Acetoxy-2-cyclopenten-1-ol can be used as a reactant in the total synthesis of Bartlett′s brefeldin intermediate, spinosyn A analogs, (+)-7-deaza-5′-noraristeromycin, (±) strychnine and the Wieland-Gumlich aldehyde.

Specifications

Synonyms

(1R, 4S)-cis-4-Acetoxy-2-cyclopenten-1-ol, >=98.0% (sum of enantiomers, GC) | acetic acid (1S, 4R)-4-hydroxy-cyclopent-2-enyl ester | (1S, 4R)-4-hydroxy-2-cyclopentenol acetate | (1S, 4R)-4-HYDROXYCYCLOPENT-2-EN-1-YL ACETATE | [(1S, 4R)-4-hydroxycyclopent-2-en

Specifications & Purity

≥98%(GC), sum of enantiomers

Storage

Room temperature

Purity

≥98%(GC)

Names and Identifiers

• Canonical Smiles: CC(=O)OC1CC(C=C1)O
• IUPAC Name: [(1S,4R)-4-hydroxycyclopent-2-en-1-yl] acetate
• InChIKey: IJDYOKVVRXZCFD-NKWVEPMBSA-N
• INCHI: 1S/C7H10O3/c1-5(8)10-7-3-2-6(9)4-7/h2-3,6-7,9H,4H2,1H3/t6-,7+/m0/s1
• Isomeric SMILES: CC(=O)O[C@H]1C[C@H](C=C1)O
• WGK Germany: 3
• PubChem CID: 9855498
• Molecular Weight: 142.15

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Carboxylic acid derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Carboxylic acid derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Carboxylic acid esters
• Alternative Parents: Secondary alcohols Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Secondary alcohol - Carboxylic acid ester - Monocarboxylic acid or derivatives - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Molecular Weight: 142.150 g/mol
• XLogP3: 0.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 142.063 Da
• Monoisotopic Mass: 142.063 Da
• Topological Polar Surface Area: 46.500 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 162.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1