Lot numbers can be found on the outside label of a product:
(S)-4-Isopropyloxazolidine-2,5-dione
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CAS No. 24601-74-9
- Cat. No. CS-0101223
- Purity≥97%
- MDL No.MFCD03411320
*For research and further manufacturing use only, not for direct human use.
Structure of 24601-74-9
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General Information
- CAS No. 24601-74-9
- Cat. No. CS-0101223
- Purity ≥97%
- MDL No. MFCD03411320
- Storage -20°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₉NO₃
- Molecular Weight 143.14
- Synonym(s) L-Valine N-carboxyanhydride
- SMILES O=C(OC1=O)N[C@H]1C(C)C
Description
(S)-4-Isopropyloxazolidine-2,5-dione is a chiral synthon featuring a rigid oxazolidinone core that enables stereoselective transformations. This bench-stable derivative integrates seamlessly into asymmetric synthesis workflows, where its defined stereochemistry directs enantioselective bond formation. The isopropyl substituent enhances solubility and modulates reactivity, facilitating efficient coupling reactions under mild conditions.
Application
(S)-4-Isopropyloxazolidine-2,5-dione serves as a chiral synthon for asymmetric synthesis, enabling stereoselective construction of β-amino acid derivatives and peptidomimetics. Its oxazolidinone core exhibits high bench stability, excellent functional group tolerance, and compatibility with standard coupling conditions. The molecule facilitates efficient enantioselective transformations via controlled ring-opening reactions, making it a practical building block for medicinal chemistry campaigns requiring defined stereochemistry.
Synthesis
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Route1
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75-44-5 -
In-stock
72-18-4 - ~99%
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In-stock
24601-74-9
References
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Allen; Hamaker; La Loggia; Cook Synthetic Communications, 1992 , vol. 22, # 14 p. 2077 - 2102
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Route2
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In-stock
72-18-4
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503-38-8
- ~93%
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In-stock
24601-74-9
References
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Katakai, Ryoichi; Iizuka, Yasuko Journal of Organic Chemistry, 1985 , vol. 50, # 5 p. 715 - 716
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Route3
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In-stock
13734-41-3 - ~98%
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In-stock
24601-74-9
References
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Akssira; Boumzebra; Kasmi; Dahdouh; Roumestant; Viallefont Tetrahedron, 1994 , vol. 50, # 30 p. 9051 - 9060
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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-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 55.4
- LogP 0.2774
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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