Lot numbers can be found on the outside label of a product:
(S)-Oxiran-2-ylmethyl butyrate
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CAS No. 65031-96-1
- Cat. No. CS-0135409
- Purity≥97%
- MDL No.MFCD00273369
*For research and further manufacturing use only, not for direct human use.
Structure of 65031-96-1
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General Information
- CAS No. 65031-96-1
- Cat. No. CS-0135409
- Purity ≥97%
- MDL No. MFCD00273369
- Storage -20°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₁₂O₃
- Molecular Weight 144.17
- Synonym(s) Butyric Acid (S)-Glycidyl Ester
- SMILES CCCC(OC[C@@H]1CO1)=O
Description
(S)-Oxiran-2-ylmethyl butyrate is a chiral epoxide intermediate featuring a stereodefined oxirane ring and a pendant butyrate ester. This configurationally stable scaffold enables selective ring-opening reactions in asymmetric synthesis, particularly for constructing complex oxygenated heterocycles. The molecule's bench-stable nature and compatibility with nucleophilic reagents streamline downstream functionalization in medicinal chemistry workflows.
Application
(S)-Oxiran-2-ylmethyl butyrate serves as a versatile chiral building block in asymmetric synthesis, enabling stereoselective ring-opening reactions under mild conditions. The epoxide functionality exhibits high regioselectivity with nucleophiles, while the pendant ester group provides a handle for further functionalization. Bench-stable and compatible with common reaction protocols, it facilitates efficient access to complex oxygenated intermediates relevant to natural product and pharmaceutical synthesis.
Synthesis
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Route1
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141-75-3 -
57044-25-4
- ~%
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In-stock
65031-96-1
References
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WO2006/19202 A1, ; Page/Page column 7 ;
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Route2
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2461-40-7 - ~44%
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In-stock
65031-96-1
References
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Furrow, Michael E.; Schaus, Scott E.; Jacobsen, Eric N. Journal of Organic Chemistry, 1998 , vol. 63, # 20 p. 6776 - 6777
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Route3
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2461-40-7
- ~0%
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60456-26-0 -
126254-87-3
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In-stock
65031-96-1
References
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Jiang, Chengjun; Yan, Jianbo Letters in Organic Chemistry, 2011 , vol. 8, # 4 p. 242 - 243
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07,GHS08
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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 : H227-H302+H312+H332-H315-H319-H341
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Precautionary Statements : P210-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P370+P378-P403-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 38.83
- LogP 0.7285
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 4
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Key Words
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