Lot numbers can be found on the outside label of a product:
(5R,6S)-5,6-Diphenyl-2-morpholinone
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CAS No. 282735-66-4
- Cat. No. CS-W003639
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 282735-66-4
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General Information
- CAS No. 282735-66-4
- Cat. No. CS-W003639
- Purity ≥95%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₆H₁₅NO₂
- Molecular Weight 253.30
- Synonym(s) (5R,6S)-5,6-Diphenylmorpholin-2-one
- SMILES O=C1CN[C@H](C2=CC=CC=C2)[C@H](C3=CC=CC=C3)O1
Description
This chiral morpholinone features a rigid, fused bicyclic scaffold with two aryl substituents at the 5 and 6 positions, enhancing structural rigidity and π-stacking potential. The (5R,6S) stereochemistry ensures precise spatial orientation for targeted interactions in asymmetric synthesis. The morpholinone core delivers enhanced solubility and metabolic stability compared to analogous lactams, enabling efficient incorporation into complex molecular architectures under standard conditions.
Application
(5R,6S)-5,6-Diphenyl-2-morpholinone serves as a stereochemically defined building block for the synthesis of bioactive heterocycles, offering predictable reactivity in C–C and C–N bond-forming transformations. Its rigid, chiral scaffold provides excellent functional group tolerance and bench stability, enabling efficient incorporation into complex molecular architectures. The morpholinone core facilitates downstream derivatization via nucleophilic substitution or reduction, supporting scalable synthesis workflows in medicinal chemistry and process development.
Synthesis
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Route1
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In-stock
112741-50-1 - ~81%
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In-stock
282735-66-4
References
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Ueda, Masafumi; Miyabe, Hideto; Teramachi, Masako; Miyata, Okiko; Naito, Takeaki Journal of Organic Chemistry, 2005 , vol. 70, # 17 p. 6653 - 6660
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Route2
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112835-62-8 - ~%
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In-stock
282735-66-4
References
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Ueda, Masafumi; Miyabe, Hideto; Teramachi, Masako; Miyata, Okiko; Naito, Takeaki Journal of Organic Chemistry, 2005 , vol. 70, # 17 p. 6653 - 6660
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Route3
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112741-73-8 - ~%
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In-stock
282735-66-4
References
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Ueda, Masafumi; Miyabe, Hideto; Teramachi, Masako; Miyata, Okiko; Naito, Takeaki Journal of Organic Chemistry, 2005 , vol. 70, # 17 p. 6653 - 6660
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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 : H315-H319-H335
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Precautionary Statements : P233-P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 38.33
- LogP 2.6154
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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