(S)-tert-Butyl 5-oxopyrrolidine-2-carboxylate

Name: (S)-tert-Butyl 5-oxopyrrolidine-2-carboxylate
Brand: ChemScene
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CAS No. 35418-16-7
Cat. No. CS-W003321
Purity≥97%
MDL No.MFCD06659481

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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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(S)-tert-Butyl 5-oxopyrrolidine-2-carboxylate|CS-W003321

Structure of 35418-16-7

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General Information

CAS No. 35418-16-7
Cat. No. CS-W003321
Purity ≥97%
MDL No. MFCD06659481
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₅NO₃
Molecular Weight 185.22
Synonym(s) None
SMILES O=C([C@@H]1CCC(=O)N1)OC(C)(C)C

Description

(S)-tert-Butyl 5-oxopyrrolidine-2-carboxylate is a chiral building block featuring a sterically hindered tert-butyl ester and a ketone at the C5 position of the pyrrolidine ring. This configuration enables selective functionalization in asymmetric synthesis, particularly in the construction of nitrogen-containing heterocycles. The bench-stable, moisture-tolerant nature facilitates straightforward handling under standard conditions.

Application

(S)-tert-Butyl 5-oxopyrrolidine-2-carboxylate serves as a versatile chiral building block in asymmetric synthesis, enabling efficient access to pyrrolidine-based scaffolds. Its enantioselective utility stems from the stable, bench-ready tert-butyl ester and ketone functionality, which tolerate a range of reaction conditions. It facilitates reductive amination, nucleophilic addition, and transition-metal-catalyzed coupling processes, making it valuable for constructing bioactive heterocycles and medicinal chemistry intermediates.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

TPSA 55.4
LogP 0.6067
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Life Science Amino Acids and their Derivatives Glutamic acid and derivatives

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 Amino Acid Derivatives

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

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

Biochemistry Biochemicals and Reagents Amino Acids C-ProtectedAmino Acids

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(S)-tert-Butyl 5-oxopyrrolidine-2-carboxylate

CAS No. 35418-16-7

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