(S)-Tetrahydropyridazine-1,2,3-tricarboxylic acid 1,2-di-tert-butyl ester

Name: (S)-Tetrahydropyridazine-1,2,3-tricarboxylic acid 1,2-di-tert-butyl ester
Brand: ChemScene
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CAS No. 156699-39-7
Cat. No. CS-B1328
Purity≥97%
MDL No.MFCD23099733

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(S)-Tetrahydropyridazine-1,2,3-tricarboxylic acid 1,2-di-tert-butyl ester|CS-B1328

Structure of 156699-39-7

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General Information

CAS No. 156699-39-7
Cat. No. CS-B1328
Purity ≥97%
MDL No. MFCD23099733
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₆N₂O₆
Molecular Weight 330.38
Synonym(s) (S)-tetrahydro-pyridazine-1,2,3-tricarboxylic acid 1,2-di-tert-butyl ester
SMILES O=C(N1CCC[C@@H](C(O)=O)N1C(OC(C)(C)C)=O)OC(C)(C)C

Description

(S)-Tetrahydropyridazine-1,2,3-tricarboxylic acid 1,2-di-tert-butyl ester features a stereochemically defined tetrahydropyridazine core bearing three carboxylic acid ester functionalities. The di-tert-butyl protection imparts enhanced stability and solubility in organic solvents, enabling straightforward handling and compatibility with multi-step synthetic sequences. This derivative serves as a key building block for the synthesis of bioactive heterocycles and peptidomimetics.

Application

(S)-Tetrahydropyridazine-1,2,3-tricarboxylic acid 1,2-di-tert-butyl ester serves as a versatile chiral building block for the synthesis of nitrogen-rich heterocyclic scaffolds. The di-tert-butyl ester protection offers enhanced bench stability and facilitates purification, while the tetrahydropyridazine core enables selective functionalization at multiple positions. This compound functions as a key intermediate in the construction of biologically relevant frameworks, particularly in medicinal chemistry campaigns requiring stereocontrolled access to saturated pyridazine derivatives.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P501

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Computational Chemistry Data

TPSA 96.38
LogP 2.6226
H_Acceptors 5
H_Donors 1
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 Other aliphatic heterocycles compounds

Key Words

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(S)-Tetrahydropyridazine-1,2,3-tricarboxylic acid 1,2-di-tert-butyl ester

CAS No. 156699-39-7

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