(2R)-1,4-Dioxane-2-methanol

Name: (2R)-1,4-Dioxane-2-methanol
Brand: ChemScene
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CAS No. 406913-88-0
Cat. No. CS-0041581
Purity≥95%
MDL No.MFCD16620507

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Structure of 406913-88-0

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General Information

CAS No. 406913-88-0
Cat. No. CS-0041581
Purity ≥95%
MDL No. MFCD16620507
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₁₀O₃
Molecular Weight 118.13
Synonym(s) 4-Dioxane-2-methanol
SMILES OC[C@H]1OCCOC1

Description

(2R)-1,4-Dioxane-2-methanol is a chiral synthon featuring a stereodefined hydroxymethyl group at the 2-position of the dioxane ring. This configuration enables selective transformations in asymmetric synthesis, where its rigid cyclic ether framework enhances regiocontrol. The molecule exhibits favorable solubility in polar solvents and stability under standard bench conditions, facilitating integration into complex molecular architectures.

Application

(2R)-1,4-Dioxane-2-methanol serves as a chiral building block for medicinal chemistry and asymmetric synthesis, offering a stable, bench-ready scaffold with orthogonal functionalization potential. Its rigid cyclic ether framework facilitates stereocontrolled transformations, while the primary alcohol enables efficient derivatization via esterification, etherification, or coupling reactions. The compound demonstrates excellent compatibility with standard synthetic protocols and purification methods, making it a practical choice for complex molecule assembly.

Synthesis

Route1
- 861852-08-6
- ~35%
- In-stock
  
  406913-88-0
References
- Kim, Ha Young; Kuhn, Richard J.; Patkar, Chinmay; Warrier, Ranjit; Cushman, Mark Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 7 p. 2667 - 2679
Route2
- 861852-07-5
- ~%
- In-stock
  
  406913-88-0
References
- Kim, Ha Young; Kuhn, Richard J.; Patkar, Chinmay; Warrier, Ranjit; Cushman, Mark Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 7 p. 2667 - 2679
Route3
- 406913-87-9
- ~49%
- In-stock
  
  406913-88-0
References
- Pallavicini, Marco; Valoti, Ermanno; Villa, Luigi Enantiomer, 2001 , vol. 6, # 5 p. 267 - 273

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 38.69
LogP -0.6059
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Key Words

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(2R)-1,4-Dioxane-2-methanol

CAS No. 406913-88-0

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