di-tert-Butyl (S)-5-oxopyrrolidine-1,2-dicarboxylate

Name: di-tert-Butyl (S)-5-oxopyrrolidine-1,2-dicarboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 91229-91-3
Cat. No. CS-0046809
Purity≥98%
MDL No.None

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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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di-tert-Butyl (S)-5-oxopyrrolidine-1,2-dicarboxylate|CS-0046809

Structure of 91229-91-3

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Description

di-tert-Butyl (S)-5-oxopyrrolidine-1,2-dicarboxylate features a chiral pyrrolidinone core with two sterically shielded tert-butyl esters, enhancing stability and solubility in organic solvents. This bench-stable derivative enables efficient access to enantioselective synthesis of bioactive lactams and serves as a key intermediate in asymmetric catalysis workflows.

Application

di-tert-Butyl (S)-5-oxopyrrolidine-1,2-dicarboxylate serves as a stable, bench-ready chiral synthon for the construction of pyrrolidine-based scaffolds. The protected lactam moiety enables selective nucleophilic ring opening and facilitates asymmetric synthesis via controlled functionalization. Its tert-butyl esters offer enhanced solubility and ease of purification, while maintaining high stereochemical integrity during downstream transformations. Functions effectively in amine coupling, reductive amination, and transition-metal-catalyzed cross-coupling protocols.

General Information

CAS No. 91229-91-3
Cat. No. CS-0046809
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₃NO₅
Molecular Weight 285.34
Synonym(s) tert-Butyl N-Boc-L-pyroglutamate
SMILES O=C(N([C@H](C(OC(C)(C)C)=O)CC1)C1=O)OC(C)(C)C

Computational Chemistry Data

TPSA 72.91
LogP 2.2542
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 1

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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Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Glutamic acid and derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids C-ProtectedAmino Acids

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

Key Words

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di-tert-Butyl (S)-5-oxopyrrolidine-1,2-dicarboxylate

CAS No. 91229-91-3

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