(R)-Methyl glycidate

Name: (R)-Methyl glycidate
Brand: ChemScene
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CAS No. 111058-32-3
Cat. No. CS-B1238
Molecule weight102.09
Purity≥98%
MDL No.MFCD00274191

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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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General Information

CAS No. 111058-32-3
Cat. No. CS-B1238
Purity ≥98%
MDL No. MFCD00274191
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₆O₃
Molecular Weight 102.09
Synonym(s) Methyl(2R)-glycidate; Methyl(2R)-oxirane-2-carboxylate; (R)-methyl oxirane-2-carboxylate
SMILES O=C([C@@H]1OC1)OC

Description

(R)-Methyl glycidate is a chiral epoxide ester featuring a reactive three-membered cyclic ether ring flanked by an ester group and a methyl substituent. This configuration enables selective conjugate additions and stereoselective transformations in asymmetric synthesis, particularly in the construction of enantiopure β-hydroxy esters and lactones. The compound exhibits enhanced stability under standard bench conditions and integrates efficiently into complex molecular architectures requiring precise stereocontrol.

Application

(R)-Methyl glycidate serves as a versatile chiral building block in asymmetric synthesis, enabling stereoselective construction of β-hydroxy and β-amino acid derivatives. Its strained epoxide ring facilitates regioselective ring-opening reactions with nucleophiles under mild conditions, offering high diastereoselectivity. The molecule exhibits good bench stability and is readily purified by distillation or chromatography, making it suitable for scalable applications in medicinal chemistry and natural product synthesis.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS02,GHS07
Signal Word : Danger	UN#: 1993
Class : 3	Packing Group : Ⅲ
Hazard Statements : H226-H315-H319-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

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Computational Chemistry Data

TPSA 38.83
LogP -0.4418
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Oxane compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Material Science Polymer Materials Macromolecular Monomer

Key Words

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(R)-Methyl glycidate

CAS No. 111058-32-3

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