(2S)-2-[(2-Methylpropan-2-yl)oxycarbonylamino]-3-(oxan-4-yl)propanoic acid

Name: (2S)-2-[(2-Methylpropan-2-yl)oxycarbonylamino]-3-(oxan-4-yl)propanoic acid
Brand: ChemScene
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CAS No. 368866-33-5
Cat. No. CS-0053446
Purity≥97%
MDL No.None

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(2S)-2-[(2-Methylpropan-2-yl)oxycarbonylamino]-3-(oxan-4-yl)propanoic acid|CS-0053446

Structure of 368866-33-5

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General Information

CAS No. 368866-33-5
Cat. No. CS-0053446
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₃NO₅
Molecular Weight 273.33
Synonym(s) (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(oxan-4-yl)propanoic acid
SMILES CC(C)(C)OC(=O)N[C@@H](CC1CCOCC1)C(O)=O

Description

This chiral building block features a tert-butyl carbamate-protected amino group and a pendant oxan-4-yl side chain, enabling direct incorporation into peptide syntheses. The sterically hindered tert-butyl carbonyl moiety ensures stability during handling and reaction workflows.

Application

(2S)-2-[(2-Methylpropan-2-yl)oxycarbonylamino]-3-(oxan-4-yl)propanoic acid serves as a versatile chiral building block for peptide and heterocyclic synthesis, leveraging its protected α-amino acid scaffold. The tert-butoxycarbonyl (Boc) group enables stable storage and straightforward deprotection under mild acidic conditions, while the oxan-4-yl moiety provides a rigid, polar substituent suitable for modulating solubility and conformational preference in medicinal chemistry applications. This compound exhibits excellent functional group tolerance and facilitates efficient coupling reactions in standard solid-phase and solution-phase workflows.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 84.86
LogP 1.781
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 4

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(2S)-2-[(2-Methylpropan-2-yl)oxycarbonylamino]-3-(oxan-4-yl)propanoic acid

CAS No. 368866-33-5

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