(3r,4r,5r)-2-(4-Aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-3,4-dibenzyloxy-5-(benzyloxymethyl)tetrahydrofuran-2-ol

Name: (3r,4r,5r)-2-(4-Aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-3,4-dibenzyloxy-5-(benzyloxymethyl)tetrahydrofuran-2-ol
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CAS No. 1355049-94-3
Cat. No. CS-0310056
Molecule weight552.62
Purity≥95%
MDL No.MFCD32670649

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(3r,4r,5r)-2-(4-Aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-3,4-dibenzyloxy-5-(benzyloxymethyl)tetrahydrofuran-2-ol|CS-0310056

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General Information

CAS No. 1355049-94-3
Cat. No. CS-0310056
Purity ≥95%
MDL No. MFCD32670649
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₂H₃₂N₄O₅
Molecular Weight 552.62
Synonym(s) Remdesivir impurity1
SMILES C1=CC=C(C=C1)COC[C@@H]2[C@@H](OCC3=CC=CC=C3)[C@@H](OCC4=CC=CC=C4)C(O2)(O)C5N6C(=CC=5)C(N)=NC=N6

Description

This tetrahydrofuran derivative features a pyrrolo[2,1-f][1,2,4]triazine core functionalized with a primary amine and multiple benzyl-protected hydroxyl groups. The stereochemistry at the 3r,4r,5r positions confers high diastereoselectivity in downstream transformations. Designed for use in medicinal chemistry campaigns targeting kinase inhibitors and nucleoside analogs, this scaffold integrates readily into complex molecular architectures under standard coupling conditions.

Application

(3R,4R,5R)-2-(4-Aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-3,4-dibenzyloxy-5-(benzyloxymethyl)tetrahydrofuran-2-ol serves as a stereochemically defined glycosyl building block for nucleoside analog synthesis. The triazine-amino functionality enables efficient coupling in late-stage diversification, while the protected hydroxyl groups offer orthogonal handling and stability under standard reaction conditions. Its bench-stable, crystalline nature facilitates purification and integration into iterative synthetic sequences.

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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Computational Chemistry Data

TPSA 113.36
LogP 4.243
H_Acceptors 9
H_Donors 2
Rotatable_Bonds 11

Other Classifications

Life Science Nucleosides & Nucleotides Other Protective Nucleosides

Chemical Biology Nucleic Acid Chemistry Protected Nucleosides

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleobases and their Analogs

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleoside Analogs

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleosides

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(3r,4r,5r)-2-(4-Aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-3,4-dibenzyloxy-5-(benzyloxymethyl)tetrahydrofuran-2-ol

CAS No. 1355049-94-3

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