(R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate

Name: (R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate
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CAS No. 219823-47-9
Cat. No. CS-0106178
Purity≥98%
MDL No.MFCD27947543

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate|CS-0106178

Structure of 219823-47-9

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General Information

CAS No. 219823-47-9
Cat. No. CS-0106178
Purity ≥98%
MDL No. MFCD27947543
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₄O₄S
Molecular Weight 242.29
Synonym(s) (3R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate
SMILES O=S(C1=CC=C(C)C=C1)(O[C@H]2COCC2)=O

Description

(R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate serves as a chiral auxiliary in asymmetric synthesis, leveraging its stereodefined tetrahydrofuran core and stable sulfonate leaving group. This configurationally stable derivative facilitates stereoselective transformations under mild conditions, enabling efficient construction of enantiomerically enriched building blocks for medicinal chemistry applications.

Application

(R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate serves as a robust chiral auxiliary for stereoselective synthesis, enabling efficient C–O bond formation under mild conditions. Its bench-stable nature and excellent functional group tolerance facilitate reliable use in nucleophilic substitution reactions, particularly in the construction of enantiopure tetrahydrofuran derivatives. The tosyl leaving group provides high reactivity in SN2 processes, making it ideal for accessing complex heterocyclic scaffolds in medicinal chemistry workflows.

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

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Computational Chemistry Data

TPSA 52.6
LogP 1.48922
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydrofuran compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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(R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate

CAS No. 219823-47-9

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