6-Oxospiro[3.3]heptane-2-carboxylic acid

Name: 6-Oxospiro[3.3]heptane-2-carboxylic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 889944-57-4
Cat. No. CS-0043956
Purity≥95%
MDL No.MFCD08436470

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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6-Oxospiro[3.3]heptane-2-carboxylic acid|CS-0043956

Structure of 889944-57-4

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General Information

CAS No. 889944-57-4
Cat. No. CS-0043956
Purity ≥95%
MDL No. MFCD08436470
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀O₃
Molecular Weight 154.16
Synonym(s) 2-oxospiro[3.3]heptane-6-carboxylic acid
SMILES O=C(C1CC2(CC(C2)=O)C1)O

Description

6-Oxospiro[3.3]heptane-2-carboxylic acid features a rigid spirocyclic core with a ketone at the 6-position and a carboxylic acid group at C-2, enabling precise spatial control in synthetic scaffolds. This configuration supports modular derivatization for applications in medicinal chemistry and molecular probe design.

Application

6-Oxospiro[3.3]heptane-2-carboxylic acid serves as a versatile bicyclic building block for medicinal chemistry and natural product synthesis, offering a rigid, sterically defined scaffold with orthogonal functional handles. The ketone and carboxylic acid groups enable diverse transformations, including derivatization, enolate formation, and cyclization reactions. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthetic campaigns and structure–activity relationship studies.

Synthesis

Route1
- 1023814-92-7
- ~84%
- In-stock
  
  889944-57-4
References
- Radchenko, Dmytro S.; Grygorenko, Oleksandr O.; Komarov, Igor V. Tetrahedron Asymmetry, 2008 , vol. 19, # 24 p. 2924 - 2930
Route2
- 1118786-87-0
- ~73%
- In-stock
  
  889944-57-4
References
- Radchenko, Dmytro S.; Pavlenko, Sergiy O.; Grygorenko, Oleksandr O.; Volochnyuk, Dmitriy M.; Shishkina, Svitlana V.; Shishkin, Oleg V.; Komarov, Igor V. Journal of Organic Chemistry, 2010 , vol. 75, # 17 p. 5941 - 5952

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 54.37
LogP 0.8303
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Key Words

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6-Oxospiro[3.3]heptane-2-carboxylic acid

CAS No. 889944-57-4

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