(2S,4S)-1-tert-Butyl 2-methyl 4-cyanopyrrolidine-1,2-dicarboxylate

Name: (2S,4S)-1-tert-Butyl 2-methyl 4-cyanopyrrolidine-1,2-dicarboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 487048-28-2
Cat. No. CS-0186054
Purity≥97%
MDL No.None

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(2S,4S)-1-tert-Butyl 2-methyl 4-cyanopyrrolidine-1,2-dicarboxylate|CS-0186054

Structure of 487048-28-2

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Description

(2S,4S)-1-tert-Butyl 2-methyl 4-cyanopyrrolidine-1,2-dicarboxylate features a chiral pyrrolidine core with orthogonal protecting groups enabling selective functionalization. The tert-butyl and methyl esters provide stability and orthogonal deprotection pathways, while the cyano group serves as a versatile handle for downstream transformations. This scaffold supports efficient access to complex nitrogen-containing architectures under standard conditions.

Application

(2S,4S)-1-tert-Butyl 2-methyl 4-cyanopyrrolidine-1,2-dicarboxylate serves as a stereochemically defined pyrrolidine building block for medicinal chemistry and natural product synthesis. The protected diester framework enables selective functionalization at C2 and C4, while the nitrile group provides a versatile handle for downstream transformations including hydrolysis, reduction, or cyclization. Bench-stable and readily purified by flash chromatography, it facilitates efficient access to chiral heterocyclic scaffolds common in pharmaceutical intermediates.

General Information

CAS No. 487048-28-2
Cat. No. CS-0186054
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₈N₂O₄
Molecular Weight 254.28
Synonym(s) 1,2-Pyrrolidinedicarboxylicacid, 4-cyano-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,4S)-
SMILES CC(C)(C)OC(=O)N1C[C@H](C[C@H]1C(=O)OC)C#N

Computational Chemistry Data

TPSA 79.63
LogP 1.30858
H_Acceptors 5
H_Donors 0
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

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Proline and derivatives

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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(2S,4S)-1-tert-Butyl 2-methyl 4-cyanopyrrolidine-1,2-dicarboxylate

CAS No. 487048-28-2

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