(S,R,S)-AHPC-Me-NHBoc

Name: (S,R,S)-AHPC-Me-NHBoc
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CAS No. 1997302-16-5
Cat. No. CS-0021799
Purity≥95%
MDL No.MFCD30748173

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FedEx Limited Quantities Ground	$0.00
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Structure of 1997302-16-5

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General Information

CAS No. 1997302-16-5
Cat. No. CS-0021799
Purity ≥95%
MDL No. MFCD30748173
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₈H₄₀N₄O₅S
Molecular Weight 544.71
Synonym(s) None
SMILES C([C@@H](NC(OC(C)(C)C)=O)C(C)(C)C)(=O)N1[C@H](C(N[C@@H](C)C2=CC=C(C=C2)C3=C(C)N=CS3)=O)C[C@@H](O)C1

Description

This tert-butyl carbamate features a chiral pyrrolidine core with a hydroxy group and a (S)-1-(4-methylthiazol-5-yl)phenyl ethyl side chain, delivering enhanced solubility and metabolic stability. The pendant thiazole moiety enables selective bioactive interactions, while the tert-butyl group ensures excellent bench stability and ease of handling in synthetic workflows.

Application

tert-Butyl ((S)-1-((2S,4R)-4-hydroxy-2-(((S)-1-(4-(4-methylthiazol-5-yl)phenyl)ethyl)carbamoyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)carbamate serves as a versatile chiral building block for the synthesis of complex peptide-like scaffolds and bioactive heterocycles. Its tert-butyl carbamate group enables reliable protection of primary amines, while the pendant hydroxyl and thiazole-aryl moieties offer orthogonal functionalization points. The molecule exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry campaigns.

Safety Information

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Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 120.86
LogP 4.19692
H_Acceptors 7
H_Donors 3
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Amine

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Proteolysis Targeting Chimera Research Reagents

Biochemistry Pharmaceutical Development and Drug Discovery Research Proteolysis Targeting Chimera Research Reagents

Key Words

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(S,R,S)-AHPC-Me-NHBoc

CAS No. 1997302-16-5

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