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

Name: (2R,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 254881-77-1
Cat. No. CS-W023214
Purity≥96%
MDL No.MFCD08704545

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FedEx Limited Quantities Ground	$0.00
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(2R,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate|CS-W023214

Structure of 254881-77-1

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Description

This chiral pyrrolidine derivative features a tert-butyl-protected amine and methyl-substituted backbone, enabling direct incorporation into asymmetric synthesis workflows. The (2R,4S) stereochemistry ensures predictable diastereoselectivity in cyclization and coupling reactions, while the bench-stable, moisture-tolerant structure simplifies handling under standard conditions.

Application

(2R,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate serves as a stereochemically defined pyrrolidine building block for medicinal chemistry and peptide mimetics. The protected amine and dicarboxylate groups enable selective derivatization and orthogonal functionalization. Its bench-stable nature and compatibility with standard coupling reactions facilitate efficient synthesis of complex heterocyclic scaffolds and bioactive molecules.

General Information

CAS No. 254881-77-1
Cat. No. CS-W023214
Purity ≥96%
MDL No. MFCD08704545
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₀N₂O₄
Molecular Weight 244.29
Synonym(s) Methyl (2R,4S)-4-aminopyrrolidine-2-carboxylate, N1-BOC protected, trans-4-Amino-D-proline methyl ester, N1-BOC protected, (2R,4S)-4-amino-1-(tert-butoxycarbonyl)-2-(methoxycarbonyl)pyrrolidine
SMILES O=C(N1[C@@H](C(OC)=O)C[C@H](N)C1)OC(C)(C)C

Computational Chemistry Data

TPSA 81.86
LogP 0.4961
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
Precautionary Statements : P264-P270-P330-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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(2R,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate

CAS No. 254881-77-1

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