(R)-Di-tert-butyl 5-oxopyrrolidine-1,2-dicarboxylate

Name: (R)-Di-tert-butyl 5-oxopyrrolidine-1,2-dicarboxylate
Brand: ChemScene
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CAS No. 205524-47-6
Cat. No. CS-0154857
Purity≥95%
MDL No.MFCD16620747

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(R)-Di-tert-butyl 5-oxopyrrolidine-1,2-dicarboxylate|CS-0154857

Structure of 205524-47-6

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General Information

CAS No. 205524-47-6
Cat. No. CS-0154857
Purity ≥95%
MDL No. MFCD16620747
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₃NO₅
Molecular Weight 285.34
Synonym(s) (2R)-5-Oxo-1,2-pyrrolidinedicarboxylic acid 1,2-bis(tert-butyl) ester
SMILES CC(C)(C)OC(=O)[C@H]1CCC(=O)N1C(=O)OC(C)(C)C

Description

(R)-Di-tert-butyl 5-oxopyrrolidine-1,2-dicarboxylate is a sterically hindered chiral synthon featuring a protected pyrrolidine core with a ketone at the C5 position. This configuration enables selective functionalization in asymmetric synthesis, particularly in the construction of nitrogen-containing heterocycles and peptidomimetics. The tert-butyl groups confer enhanced stability and solubility under standard bench conditions.

Application

(R)-Di-tert-butyl 5-oxopyrrolidine-1,2-dicarboxylate serves as a versatile chiral synthon for the construction of pyrrolidine-based scaffolds in medicinal chemistry. Its sterically protected diester functionality enables selective transformations, including reduction to the corresponding amine derivative and subsequent coupling reactions. The molecule exhibits excellent bench stability and facilitates efficient purification, making it well-suited for multi-step synthesis and scale-up applications.

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 72.91
LogP 2.2542
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(R)-Di-tert-butyl 5-oxopyrrolidine-1,2-dicarboxylate

CAS No. 205524-47-6

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