(2S,4S)-4-Nitrobenzyl 2-(dimethylcarbamoyl)-4-mercaptopyrrolidine-1-carboxylate

Name: (2S,4S)-4-Nitrobenzyl 2-(dimethylcarbamoyl)-4-mercaptopyrrolidine-1-carboxylate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 96034-64-9
Cat. No. CS-W006146
Purity≥98%
MDL No.MFCD08063348

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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+
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(2S,4S)-4-Nitrobenzyl 2-(dimethylcarbamoyl)-4-mercaptopyrrolidine-1-carboxylate|CS-W006146

Structure of 96034-64-9

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Description

This chiral pyrrolidine derivative features a nitrobenzyl group and a thiol-bearing scaffold, enabling selective conjugation in chemical biology applications. The (2S,4S) stereochemistry ensures precise spatial orientation for targeted bioconjugation. Bench-stable under standard conditions, it integrates efficiently into probe design workflows.

Application

(2S,4S)-4-Nitrobenzyl 2-(dimethylcarbamoyl)-4-mercaptopyrrolidine-1-carboxylate serves as a versatile chiral building block for the synthesis of pyrrolidine-based scaffolds. The thiol group enables facile conjugation and disulfide formation, while the nitrobenzyl ester facilitates orthogonal deprotection. The dimethylcarbamoyl group enhances solubility and stability, supporting efficient functionalization in peptide-like and medicinal chemistry workflows.

General Information

CAS No. 96034-64-9
Cat. No. CS-W006146
Purity ≥98%
MDL No. MFCD08063348
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₉N₃O₅S
Molecular Weight 353.39
Synonym(s) side chain for meropenem
SMILES CN(C([C@@H]1C[C@H](S)CN1C(OCC2=CC=C([N+]([O-])=O)C=C2)=O)=O)C

Computational Chemistry Data

TPSA 92.99
LogP 1.6923
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 4

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

Quality Control

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Other Classifications

Building Blocks Functional Group Amide

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives N-protected amino acid

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

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

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

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Building Blocks for Pharmaceutical Ingredients

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids Amino Acid Amides

Key Words

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(2S,4S)-4-Nitrobenzyl 2-(dimethylcarbamoyl)-4-mercaptopyrrolidine-1-carboxylate

CAS No. 96034-64-9

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