(2S,4R)-Methyl 4-(tert-butoxycarbonylamino)pyrrolidine-2-carboxylate

Name: (2S,4R)-Methyl 4-(tert-butoxycarbonylamino)pyrrolidine-2-carboxylate
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CAS No. 473806-21-2
Cat. No. CS-0055110
Purity≥97%
MDL No.None

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(2S,4R)-Methyl 4-(tert-butoxycarbonylamino)pyrrolidine-2-carboxylate|CS-0055110

Structure of 473806-21-2

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Description

This chiral pyrrolidine derivative features a protected amino group and a methyl ester, enabling direct incorporation into peptide synthesis. The (2S,4R) stereochemistry ensures high diastereoselectivity in coupling reactions, while the tert-butoxycarbonyl group provides stability under standard conditions. This scaffold serves as a key building block for bioactive molecule construction.

Application

(2S,4R)-Methyl 4-(tert-butoxycarbonylamino)pyrrolidine-2-carboxylate serves as a stereochemically defined pyrrolidine building block for the synthesis of bioactive molecules. Its stable Boc-protected amine and ester functionality enable selective transformations, facilitating efficient access to peptidomimetics and heterocyclic scaffolds commonly found in medicinal chemistry campaigns.

General Information

CAS No. 473806-21-2
Cat. No. CS-0055110
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₀N₂O₄
Molecular Weight 244.29
Synonym(s) O4-tert-Butyl O2-methyl (2S,4R)-pyrrolidine-2,4-dicarboxylate
SMILES COC(=O)[C@@H]1C[C@H](CN1)NC(=O)OC(C)(C)C

Computational Chemistry Data

TPSA 76.66
LogP 0.4146
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 2

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-P280-P302+P352

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Other Classifications

Life Science Amino Acids and their Derivatives Proline and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(2S,4R)-Methyl 4-(tert-butoxycarbonylamino)pyrrolidine-2-carboxylate

CAS No. 473806-21-2

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