(S)-4-(4-Hydroxybenzyl)oxazolidine-2,5-dione

Name: (S)-4-(4-Hydroxybenzyl)oxazolidine-2,5-dione
Brand: ChemScene
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CAS No. 3415-08-5
Cat. No. CS-0148543
Purity≥98%
MDL No.MFCD11046653

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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+
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(S)-4-(4-Hydroxybenzyl)oxazolidine-2,5-dione|CS-0148543

Structure of 3415-08-5

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General Information

CAS No. 3415-08-5
Cat. No. CS-0148543
Purity ≥98%
MDL No. MFCD11046653
Storage 4°C, stored under nitrogen, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₉NO₄
Molecular Weight 207.18
Synonym(s) N-Carboxy-L-tyrosine anhydride
SMILES O=C(N[C@H]1CC2=CC=C(O)C=C2)OC1=O

Description

(S)-4-(4-Hydroxybenzyl)oxazolidine-2,5-dione is a chiral oxazolidinone scaffold featuring a para-hydroxybenzyl substituent. This configuration enhances stereochemical control in asymmetric synthesis, particularly in catalytic transformations requiring defined spatial orientation. The hydroxyl group improves solubility and enables further derivatization through etherification or oxidation. Bench-stable and moisture-tolerant, it serves as a robust building block for complex molecular architectures in medicinal chemistry and peptide mimetics.

Application

(S)-4-(4-Hydroxybenzyl)oxazolidine-2,5-dione serves as a versatile chiral building block in synthetic organic chemistry, enabling the construction of oxazolidinone-containing scaffolds relevant to medicinal chemistry. Its well-defined stereochemistry and functional group tolerance facilitate efficient derivatization, including nucleophilic substitution and transition-metal-catalyzed coupling reactions. The molecule exhibits bench stability and is amenable to purification via standard chromatographic techniques, supporting reliable integration into multi-step syntheses of bioactive compounds.

Safety Information

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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 75.63
LogP 0.5697
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Oxazolidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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(S)-4-(4-Hydroxybenzyl)oxazolidine-2,5-dione

CAS No. 3415-08-5

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