Lot numbers can be found on the outside label of a product:
(R)-4-Benzhydryloxazolidin-2-one
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CAS No. 173604-33-6
- Cat. No. CS-0132494
- Purity≥97%
- MDL No.MFCD01863565
*For research and further manufacturing use only, not for direct human use.
Structure of 173604-33-6
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General Information
- CAS No. 173604-33-6
- Cat. No. CS-0132494
- Purity ≥97%
- MDL No. MFCD01863565
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₆H₁₅NO₂
- Molecular Weight 253.30
- Synonym(s) (R)-(+)-4-(Diphenylmethyl)-2-oxazolidinone
- SMILES O=C1OC[C@@H](C(C2=CC=CC=C2)C3=CC=CC=C3)N1
Description
(R)-4-Benzhydryloxazolidin-2-one is a chiral oxazolidinone scaffold featuring a rigid benzhydryl group that enhances stereochemical stability. This configuration enables selective asymmetric synthesis, particularly in enantioselective catalysis and peptide bond formation. The molecule integrates readily into complex molecular architectures due to its defined stereochemistry and compatibility with diverse reaction conditions.
Application
(R)-4-Benzhydryloxazolidin-2-one serves as a robust chiral auxiliary in asymmetric synthesis, enabling stereoselective transformations through its well-defined C2 stereocenter. The oxazolidinone ring exhibits excellent bench stability and facilitates efficient enolization and nucleophilic addition reactions. Its benzhydryl group enhances solubility and simplifies purification, while the carbonyl functionality supports diverse functionalization pathways, making it a reliable building block for complex molecular architectures in medicinal chemistry and process development.
Synthesis
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Route1
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204851-65-0 - ~79%
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In-stock
173604-33-6
References
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Takacs; Jaber; Vellekoop Journal of Organic Chemistry, 1998 , vol. 63, # 8 p. 2742 - 2748
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Route2
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173604-32-5
- ~78%
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In-stock
173604-33-6
References
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Sibi, Mukund P.; Deshpande, Prasad K.; Loggia, Anthony J. La; Christensen, James W. Tetrahedron Letters, 1995 , vol. 36, # 49 p. 8961 - 8964
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Route3
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74262-56-9
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176839-76-2
- ~%
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In-stock
173604-33-6
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192823-96-4
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192824-00-3
References
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Journal of Organic Chemistry, , vol. 62, # 17 p. 5864 - 5872
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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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 38.33
- LogP 2.9269
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 3
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Key Words
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