Cas no 494195-98-1 ((1S,5S,6R)-5-(Acetyloxy)-7-oxabicyclo4.1.0hept-2-ene-3-carboxylic Acid Methyl Ester)

(1S,5S,6R)-5-(Acetyloxy)-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylic Acid Methyl Ester is a chiral bicyclic compound featuring a strained oxabicyclo[4.1.0]heptene core with an acetyloxy group at the 5-position and a methyl ester at the 3-position. Its rigid structure and functional group arrangement make it a valuable intermediate in organic synthesis, particularly for stereoselective transformations. The compound’s reactivity is influenced by the strained ring system and the presence of both ester and acetyloxy moieties, enabling applications in cyclopropanation and ring-opening reactions. Its defined stereochemistry (1S,5S,6R) ensures precise control in asymmetric synthesis, making it useful for pharmaceutical and fine chemical research. High purity and stability further enhance its utility in complex synthetic pathways.
(1S,5S,6R)-5-(Acetyloxy)-7-oxabicyclo4.1.0hept-2-ene-3-carboxylic Acid Methyl Ester structure
494195-98-1 structure
Product Name:(1S,5S,6R)-5-(Acetyloxy)-7-oxabicyclo4.1.0hept-2-ene-3-carboxylic Acid Methyl Ester
CAS No:494195-98-1
MF:C10H12O5
MW:212.199283599854
CID:1060350
Update Time:2025-05-21

(1S,5S,6R)-5-(Acetyloxy)-7-oxabicyclo4.1.0hept-2-ene-3-carboxylic Acid Methyl Ester Chemical and Physical Properties

Names and Identifiers

    • (1S,5S,6R)-5-(Acetyloxy)-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylic Acid Methyl Ester
    • (1S,5S,6R)-5-acetoxy-3-methoxycarbonyl-7-oxabicyclo[4.1.0]hept-2-ene
    • (1S,5S,6R)-5-(Acetyloxy)-7-oxabicyclo4.1.0hept-2-ene-3-carboxylic Acid Methyl Ester
    • Inchi: 1S/C10H12O5/c1-5(11)14-7-3-6(10(12)13-2)4-8-9(7)15-8/h4,7-9H,3H2,1-2H3/t7-,8-,9+/m0/s1
    • InChI Key: CAHCTLXUBYFEJL-XHNCKOQMSA-N
    • SMILES: O1[C@H]2C=C(C(=O)OC)C[C@@H]([C@@H]12)OC(C)=O

Computed Properties

  • Exact Mass: 212.06846

Experimental Properties

  • PSA: 65.13

(1S,5S,6R)-5-(Acetyloxy)-7-oxabicyclo4.1.0hept-2-ene-3-carboxylic Acid Methyl Ester Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
A187745-50mg
(1S,5S,6R)-5-(Acetyloxy)-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylic Acid Methyl Ester
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(1S,5S,6R)-5-(Acetyloxy)-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylic Acid Methyl Ester
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Additional information on (1S,5S,6R)-5-(Acetyloxy)-7-oxabicyclo4.1.0hept-2-ene-3-carboxylic Acid Methyl Ester

(1S,5S,6R)-5-(Acetyloxy)-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylic Acid Methyl Ester

The compound with CAS No. 494195-98-1, known as (1S,5S,6R)-5-(Acetyloxy)-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylic Acid Methyl Ester, is a highly specialized organic molecule with a complex bicyclic structure. This compound has garnered significant attention in the fields of organic chemistry and pharmacology due to its unique stereochemistry and potential bioactivity.

Recent studies have highlighted the importance of bicyclic compounds like this one in drug discovery. The bicyclo[4.1.0]heptane framework is particularly interesting because it offers a rigid structure that can be tailored to interact with specific biological targets. The presence of an acetyloxy group and a methyl ester further enhances the compound's functional diversity, making it a promising candidate for various applications.

In terms of synthesis, researchers have developed efficient methods to construct this compound using a combination of ring-closing metathesis and stereoselective oxidation techniques. These methods not only ensure high yields but also maintain the stereochemical integrity required for biological testing.

From a pharmacological perspective, this compound has shown potential as a lead molecule in the development of new drugs targeting specific enzymes or receptors. Its ability to modulate enzyme activity has been demonstrated in vitro, suggesting that it could serve as a starting point for further optimization.

The stereochemistry of this compound is critical to its function. The specific configuration at the (1S,5S,6R) positions plays a significant role in determining its interactions with biological systems. This highlights the importance of stereochemical control in organic synthesis and drug design.

Looking ahead, ongoing research is focused on understanding the compound's pharmacokinetics and toxicity profile to assess its suitability for in vivo studies. Additionally, efforts are being made to explore its potential applications in areas such as anti-inflammatory therapy and cancer treatment.

In conclusion, (1S,5S,6R)-5-(Acetyloxy)-7-oxabicyclo[4.1.0]hept-2-ene-3-carboxylic Acid Methyl Ester represents a fascinating example of how complex organic molecules can be designed and synthesized to address pressing challenges in modern medicine.

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