Lot numbers can be found on the outside label of a product:
(S)-5-(Chloromethyl)oxazolidin-2-one
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CAS No. 169048-83-3
- Cat. No. CS-0186187
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 169048-83-3
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General Information
- CAS No. 169048-83-3
- Cat. No. CS-0186187
- Purity ≥98%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₄H₆ClNO₂
- Molecular Weight 135.55
- Synonym(s) (S)-5-ChloroMethyl-2-oxazolidinone
- SMILES O=C1O[C@@H](CN1)CCl
Description
(S)-5-(Chloromethyl)oxazolidin-2-one is a chiral, bench-stable building block featuring a reactive chloromethyl group at the 5-position of an oxazolidinone ring. This configuration enables stereoselective functionalization in asymmetric synthesis, particularly for introducing alkylating agents with defined stereochemistry. The molecule integrates readily into complex molecular architectures where controlled reactivity and enantiopurity are essential.
Application
(S)-5-(Chloromethyl)oxazolidin-2-one serves as a versatile chiral building block in synthetic organic chemistry, enabling efficient access to functionalized heterocycles and amino acid derivatives. The chloromethyl group facilitates nucleophilic substitution reactions under mild conditions, while the oxazolidinone core provides excellent stereochemical control and bench stability. Its compatibility with diverse reaction partners makes it valuable for constructing complex scaffolds in medicinal chemistry and peptide-based synthesis.
Synthesis
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Route1
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590-28-3 -
67843-74-7
- ~99%
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In-stock
169048-83-3
References
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Schierle-Arndt, Kerstin; Kolter, Doris; Danielmeier, Karsten; Steckhan, Eberhard European Journal of Organic Chemistry, 2001 , # 13 p. 2425 - 2433
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Route2
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124-38-9
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681225-50-3
- ~90%
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In-stock
169048-83-3
References
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Madhusudhan; Reddy, M. Srinivasa; Reddy, Y. Narayana; Vijayalakshmi; Suribabu; Balraju Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2010 , vol. 49, # 7 p. 978 - 984
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Route3
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336628-55-8
- ~81%
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In-stock
169048-83-3
References
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Sugiyama, Shigeo; Morishita, Kenji; Ishii, Keitaro Heterocycles, 2001 , vol. 55, # 2 p. 353 - 364
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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 0.3336
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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