(2S,5R)-5-((tert-Butoxycarbonyl)amino)tetrahydro-2H-pyran-2-carboxylic acid

Name: (2S,5R)-5-((tert-Butoxycarbonyl)amino)tetrahydro-2H-pyran-2-carboxylic acid
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CAS No. 603130-13-8
Cat. No. CS-0039053
Purity≥97%
MDL No.None

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(2S,5R)-5-((tert-Butoxycarbonyl)amino)tetrahydro-2H-pyran-2-carboxylic acid|CS-0039053

Structure of 603130-13-8

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General Information

CAS No. 603130-13-8
Cat. No. CS-0039053
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₅
Molecular Weight 245.27
Synonym(s) None
SMILES OC([C@@H]1CC[C@@H](NC(OC(C)(C)C)=O)CO1)=O

Description

This chiral pyran derivative features a protected amine and carboxylic acid within a rigid tetrahydropyran scaffold, enabling direct incorporation into peptide mimetics and macrocyclic architectures. The tert-butoxycarbonyl group ensures stable handling and orthogonal functionality during multistep synthesis.

Application

(2S,5R)-5-((tert-Butoxycarbonyl)amino)tetrahydro-2H-pyran-2-carboxylic acid serves as a versatile chiral building block for the synthesis of bioactive heterocycles and peptidomimetics. The protected amine and carboxylic acid functionalities enable orthogonal transformations, while the tetrahydropyran scaffold provides conformational rigidity. Its bench-stable nature and compatibility with standard coupling conditions facilitate efficient peptide and macrocycle assembly.

Safety Information

Download SDS

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

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Computational Chemistry Data

TPSA 84.86
LogP 1.1433
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydropyran compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(2S,5R)-5-((tert-Butoxycarbonyl)amino)tetrahydro-2H-pyran-2-carboxylic acid

CAS No. 603130-13-8

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