Lot numbers can be found on the outside label of a product:
(Tetrahydropyran-3-yl)methanol
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CAS No. 14774-36-8
- Cat. No. CS-D0478
- Purity≥97%
- MDL No.MFCD08235011
*For research and further manufacturing use only, not for direct human use.
Structure of 14774-36-8
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General Information
- CAS No. 14774-36-8
- Cat. No. CS-D0478
- Purity ≥97%
- MDL No. MFCD08235011
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₁₂O₂
- Molecular Weight 116.16
- Synonym(s) tetrahydro-2H-pyran-3-methanol
- SMILES OCC1COCCC1
Description
This bench-stable, moisture-tolerant protecting group features a tetrahydropyran ring that selectively masks hydroxyl functionalities under standard conditions. The pendant methanol moiety enables facile deprotection via acid-catalyzed cleavage, offering high chemoselectivity in complex molecule synthesis.
Application
(Tetrahydropyran-3-yl)methanol serves as a robust, bench-stable protecting group for alcohols and carboxylic acids, enabling selective deprotection under mild acidic conditions. Its orthogonality to other common protecting groups facilitates sequential functionalization in complex molecule synthesis. The tetrahydropyranyl moiety enhances solubility and stability during multi-step transformations, while the primary alcohol functionality allows further derivatization. This reagent is particularly valuable in carbohydrate chemistry and medicinal chemistry workflows requiring controlled protection strategies.
Synthesis
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Route1
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77342-93-9 - ~%
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In-stock
14774-36-8
References
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US5525619 A1, ;
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Route2
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14774-35-7 - ~97%
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In-stock
14774-36-8
References
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Verendel, J. Johan; Li, Jia-Qi; Quan, Xu; Peters, Byron; Zhou, Taigang; Gautun, Odd R.; Govender, Thavendran; Andersson, Pher G. Chemistry - A European Journal, 2012 , vol. 18, # 21 p. 6507 - 6513
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Route3
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In-stock
13417-49-7 - ~%
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In-stock
14774-36-8
References
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US2514156 , ;
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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 29.46
- LogP 0.4053
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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