(2S,5R)-N-Boc-5-methylpyrrolidine-2-carboxylic acid

Name: (2S,5R)-N-Boc-5-methylpyrrolidine-2-carboxylic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 160033-52-3
Cat. No. CS-0158237
Purity≥98%
MDL No.MFCD11111135

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(2S,5R)-N-Boc-5-methylpyrrolidine-2-carboxylic acid|CS-0158237

Structure of 160033-52-3

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Description

This chiral pyrrolidine derivative features a Boc-protected amine and a methyl substituent at the 5-position, enabling direct incorporation into peptide backbones. The (2S,5R) stereochemistry ensures high diastereoselectivity in synthetic sequences, while the bench-stable Boc group simplifies handling and purification under standard conditions.

Application

(2S,5R)-N-Boc-5-methylpyrrolidine-2-carboxylic acid serves as a stereochemically defined building block for the synthesis of bioactive heterocycles and peptidomimetics. The Boc group provides convenient protection of the amine, enabling selective deprotection and functionalization under standard conditions. Its rigid pyrrolidine core with defined stereocenters supports efficient incorporation into complex molecular scaffolds, offering enhanced metabolic stability and conformational control in medicinal chemistry applications.

General Information

CAS No. 160033-52-3
Cat. No. CS-0158237
Purity ≥98%
MDL No. MFCD11111135
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₄
Molecular Weight 229.27
Synonym(s) (2S,5R)-N-BOC-5-METHYLPYRROLIDINE-2-CARBOXYLICACID
SMILES C[C@@H]1CC[C@@H](C(=O)O)N1C(=O)OC(C)(C)C

Computational Chemistry Data

TPSA 66.84
LogP 1.859
H_Acceptors 3
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-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Other Classifications

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 Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(2S,5R)-N-Boc-5-methylpyrrolidine-2-carboxylic acid

CAS No. 160033-52-3

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