(2R)-(-)-Glycidyl tosylate, CAS No. 113826-06-5

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113826-06-5

Catalog No. EBD2203009

CAS 113826-06-5

Name (2R)-(-)-Glycidyl tosylate

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Basic Information

Synonyms: 2-Oxiranemethanol,2-(4-methylbenzenesulfonate),(2R)- (2R)-(-)-Glycidyltosylate oxiran-2-ylmethyl4-methylbenzenesulfonate (s)-oxiranemethanol4-methylbenzenesulfonate (R)-GlycidylTosylate (2S)-oxiran-2-ylmethyl4-methylbenzenesulfonate (2R)-oxiran-2-ylmethyl4-methylbenzenesulfonate (R)-(-)-Glycidyltosylate

Molecular Formula: C10H12O4S

Molecular Weight: 228.26

MDL Number: MFCD00010834

Categories: Synthetic Chemistry > Organic Building Blocks > Phenols and Ethers Synthetic Chemistry > Organic Building Blocks > Special Functional Group Blocks Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks Synthetic Chemistry > Basic Synthetic Reagents > Other Basic Synthetic Reagents

Product Description:

(2R)-(-)-Glycidyl tosylate is a chiral epoxide derivative featuring a tosylate leaving group attached to a glycidol backbone. Its molecular formula is C10H12O4S, and it is characterized by its high enantiomeric purity (R-configuration) and reactivity. This compound serves as a crucial chiral building block in asymmetric synthesis, particularly for the preparation of enantiomerically pure pharmaceuticals. It is widely employed as a key intermediate in the synthesis of beta-blockers, antiviral agents, and other chiral drugs where the epoxide ring can be opened stereoselectively by various nucleophiles. The tosylate group acts as an excellent leaving group, enabling further functionalization. As a versatile synthetic reagent, it is also utilized in the production of chiral ligands, auxiliaries, and specialty chemicals. Its high reactivity and defined stereochemistry make it an indispensable tool for constructing complex molecular architectures with precise three-dimensional control.

Physical Properties

Melting Point: 46-49 °C(lit.)

Boiling Point: 370.5 °C at 760 mmHg

Flash Point: 113 °C

Density: 1.31g/cm3

Solubility: dioxane: 50 mg/mL, clear

Storage: 2-8°C

Safety Information

Packing Level: III

Hazard Category: 9

Transport Codes: 3077

Analytical Data

Appearance: white crystalline powder