rel-(3R,4S)-4-Amino-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid

Name: rel-(3R,4S)-4-Amino-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid
Brand: ChemScene
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CAS No. 369623-85-8
Cat. No. CS-0135536
Purity≥95%
MDL No.MFCD07369814

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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rel-(3R,4S)-4-Amino-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid|CS-0135536

Structure of 369623-85-8

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General Information

CAS No. 369623-85-8
Cat. No. CS-0135536
Purity ≥95%
MDL No. MFCD07369814
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₈N₂O₄
Molecular Weight 230.26
Synonym(s) None
SMILES N[C@H]1CN(C(OC(C)(C)C)=O)C[C@@H]1C(O)=O

Description

This rel-(3R,4S)-4-amino-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid features a stereochemically defined pyrrolidine core with orthogonal functional handles: a protected amine and a carboxylic acid. The tert-butoxycarbonyl group enables stable incorporation into peptide sequences, while the 3S,4R configuration supports precise conformational control in cyclic peptide scaffolds. Bench-stable under standard conditions, this building block facilitates efficient access to bioactive peptidomimetics through orthogonal coupling strategies.

Application

rel-(3R,4S)-4-Amino-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid serves as a stereochemically defined building block for the synthesis of bioactive pyrrolidine-containing scaffolds. The protected amine and carboxylic acid functionalities enable orthogonal derivatization in peptide and heterocycle synthesis. Bench-stable and compatible with standard coupling conditions, it facilitates efficient access to medicinal chemistry libraries and API intermediates through well-established functional group transformations.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 92.86
LogP 0.2652
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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rel-(3R,4S)-4-Amino-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid

CAS No. 369623-85-8

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