(R)-tert-Butyl 3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate

Name: (R)-tert-Butyl 3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1276110-38-3
Cat. No. CS-0045611
Purity≥97%
MDL No.MFCD27987084

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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(R)-tert-Butyl 3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate|CS-0045611

Structure of 1276110-38-3

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Description

tert-Butyl (3R)-3-{4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl}piperidine-1-carboxylate features a chiral piperidine scaffold bearing a pyrazolopyrimidine core with dual functional handles: a nucleophilic amine and a reactive iodide. This configuration enables direct coupling in late-stage diversification. The tert-butyl ester provides bench-stable protection of the piperidine nitrogen, facilitating purification and handling under standard conditions.

Application

tert-Butyl (3R)-3-{4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl}piperidine-1-carboxylate serves as a versatile building block for the synthesis of kinase inhibitors and purine-based pharmaceuticals. The protected amine enables orthogonal functionalization, while the iodo group facilitates palladium-catalyzed cross-coupling reactions. Bench-stable and readily purified by flash chromatography, it functions effectively in standard medicinal chemistry workflows involving heterocycle elaboration and late-stage diversification.

General Information

CAS No. 1276110-38-3
Cat. No. CS-0045611
Purity ≥97%
MDL No. MFCD27987084
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₁IN₆O₂
Molecular Weight 444.28
Synonym(s) None
SMILES NC1=C2C(N([C@@H]3CCCN(C(OC(C)(C)C)=O)C3)N=C2I)=NC=N1

Computational Chemistry Data

TPSA 99.16
LogP 2.5851
H_Acceptors 7
H_Donors 1
Rotatable_Bonds 1

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-P280-P302+P352

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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Iodide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(R)-tert-Butyl 3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate

CAS No. 1276110-38-3

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