Lot numbers can be found on the outside label of a product:
Methyl tetrahydro-2H-pyran-2-carboxylate
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CAS No. 84355-44-2
- Cat. No. CS-W001905
- Purity≥95%
- MDL No.MFCD12198853
*For research and further manufacturing use only, not for direct human use.
Structure of 84355-44-2
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General Information
- CAS No. 84355-44-2
- Cat. No. CS-W001905
- Purity ≥95%
- MDL No. MFCD12198853
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₁₂O₃
- Molecular Weight 144.17
- Synonym(s) 2H-Pyran-2-carboxylic acid, tetrahydro-, methyl ester
- SMILES COC(=O)C1CCCCO1
Description
Methyl tetrahydro-2H-pyran-2-carboxylate serves as a versatile chiral building block in organic synthesis, featuring a protected hydroxyl-bearing heterocyclic framework. The ester functionality enables direct functionalization, while the tetrahydropyran ring provides stereochemical stability and enhanced solubility in polar aprotic media.
Application
Methyl tetrahydro-2H-pyran-2-carboxylate serves as a versatile building block in synthetic organic chemistry, offering a stable, bench-ready enolizable ester within a saturated heterocyclic framework. Its tetrahydropyranyl (THP) protecting group provides orthogonal stability under various reaction conditions, enabling selective deprotection and functionalization. The molecule facilitates efficient C–C bond formation via nucleophilic addition to the carbonyl, and its ester functionality supports transformations such as reduction, hydrolysis, or coupling reactions. This scaffold is particularly useful in the synthesis of complex natural products and pharmaceutical intermediates due to its predictable reactivity and compatibility with standard purification methods.
Synthesis
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Route1
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38426-33-4 - ~%
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In-stock
84355-44-2
References
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Organic Magnetic Resonance, , vol. 21, # 2 p. 94 - 107
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Route2
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16698-52-5 - ~%
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In-stock
84355-44-2
References
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Tetrahedron, , vol. 48, # 29 p. 6161 - 6174
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Route3
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60900-13-2
- ~%
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In-stock
84355-44-2
References
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Organic Magnetic Resonance, , vol. 21, # 2 p. 94 - 107
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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 35.53
- LogP 0.7285
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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