1-tert-Butyl 2-methyl (2S,3R)-3-hydroxypyrrolidine-1,2-dicarboxylate

Name: 1-tert-Butyl 2-methyl (2S,3R)-3-hydroxypyrrolidine-1,2-dicarboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 130966-46-0
Cat. No. CS-0052392
Purity≥97%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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1-tert-Butyl 2-methyl (2S,3R)-3-hydroxypyrrolidine-1,2-dicarboxylate|CS-0052392

Structure of 130966-46-0

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Description

This chiral pyrrolidine derivative features a stereodefined (2S,3R) hydroxyl group and a tert-butyl ester at the C1 position, enabling selective functionalization in asymmetric synthesis. The methyl substituent at C2 enhances steric control, while the bench-stable dicarboxylate framework facilitates modular coupling reactions under standard conditions.

Application

1-tert-Butyl 2-methyl (2S,3R)-3-hydroxypyrrolidine-1,2-dicarboxylate serves as a stereochemically defined pyrrolidine building block for medicinal chemistry and natural product synthesis. The (2S,3R) configuration enables predictable diastereoselective transformations, while the tert-butyldicarboxylate and methyl groups provide orthogonal protection and enhanced bench stability. It functions as a key intermediate in the construction of nitrogen-containing heterocycles and bioactive scaffolds, facilitating efficient functionalization via standard coupling, reduction, and cyclization protocols.

General Information

CAS No. 130966-46-0
Cat. No. CS-0052392
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₅
Molecular Weight 245.27
Synonym(s) (2S,3R)-1-tert-Butyl-2-methyl-3-hydroxypyrrolidine-1,2-dicarboxylate
SMILES COC(=O)[C@@H]1[C@H](O)CCN1C(=O)OC(C)(C)C

Computational Chemistry Data

TPSA 76.07
LogP 0.5297
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 1

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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Other Classifications

Life Science Amino Acids and their Derivatives Proline and derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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1-tert-Butyl 2-methyl (2S,3R)-3-hydroxypyrrolidine-1,2-dicarboxylate

CAS No. 130966-46-0

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