Lot numbers can be found on the outside label of a product:
Tandospirone impurity 3
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CAS No. 14166-28-0
- Cat. No. CS-0148704
- Purity≥97%
- MDL No.MFCD11046554
*For research and further manufacturing use only, not for direct human use.
Structure of 14166-28-0
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General Information
- CAS No. 14166-28-0
- Cat. No. CS-0148704
- Purity ≥97%
- MDL No. MFCD11046554
- Storage -20°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₀O₃
- Molecular Weight 166.17
- Synonym(s) None
- SMILES O=C(O1)[C@]2([H])[C@@](C1=O)([H])[C@@H]3C[C@H]2CC3
Description
rel-(3aR,4S,7R,7aS)-Hexahydro-4,7-methanoisobenzofuran-1,3-dione is a rigid, bridged bicyclic diester featuring defined stereochemistry at all chiral centers. This configuration imparts high conformational stability and predictable reactivity in asymmetric synthesis. The molecule serves as a key chiral synthon for Diels-Alder reactions and enantioselective transformations, where its locked geometry enables precise stereochemical control.
Application
rel-(3aR,4S,7R,7aS)-Hexahydro-4,7-methanoisobenzofuran-1,3-dione serves as a valuable chiral synthon in asymmetric synthesis, enabling stereoselective construction of complex bicyclic architectures. Its rigid, functionalized framework exhibits excellent bench stability and compatibility with standard transformations, facilitating efficient access to bioactive heterocycles and natural product analogs through controlled Diels-Alder cycloadditions and subsequent functionalization.
Synthesis
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Route1
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97526-04-0 - ~%
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In-stock
497-38-1 -
In-stock
14166-28-0
References
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Tetrahedron Letters, , vol. 29, # 17 p. 2115 - 2118
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Route2
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In-stock
2746-19-2 - ~97%
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In-stock
14166-28-0
References
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Cannone, Persephone; Belanger, Denis; Lemay, Gilles Journal of Organic Chemistry, 1982 , vol. 47, # 20 p. 3953 - 3959
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Route3
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In-stock
129-64-6 - ~78%
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17812-27-0 -
In-stock
14166-28-0
References
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EP1669342 A1, ; Page/Page column 19 ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 43.37
- LogP 0.7321
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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