5'-O-DMT-2'-TBDMS-Uridine

Name: 5'-O-DMT-2'-TBDMS-Uridine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 81246-80-2
Cat. No. CS-0154964
Purity≥98%
MDL No.MFCD00135726

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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*For research and further manufacturing use only, not for direct human use.

Structure of 81246-80-2

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Description

5'-O-DMT-2'-TBDMS-Uridine features a dimethoxytrityl group at the 5'-position and a tert-butyldimethylsilyl group at the 2'-position, providing robust protection for synthetic oligonucleotide assembly. This dual protection enhances stability during phosphoramidite coupling cycles and simplifies purification. The molecule combines excellent solubility with bench-stable handling, enabling efficient incorporation into RNA sequences under standard synthesis conditions.

Application

5'-O-DMT-2'-TBDMS-Uridine serves as a key building block for the synthesis of oligonucleotides requiring site-specific protection and controlled reactivity. The DMT group at the 5'-position enables efficient purification via reverse-phase chromatography, while the TBDMS protection at the 2'-OH ensures stability during synthetic cycles and prevents undesired side reactions. This derivative facilitates reliable coupling in automated solid-phase synthesis and is widely used in the construction of modified RNA strands with enhanced nuclease resistance and defined structural integrity.

General Information

CAS No. 81246-80-2
Cat. No. CS-0154964
Purity ≥98%
MDL No. MFCD00135726
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₆H₄₄N₂O₈Si
Molecular Weight 660.83
Synonym(s) None
SMILES O[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](N2C(NC(C=C2)=O)=O)O[C@@H]1COC(C3=CC=C(OC)C=C3)(C4=CC=C(OC)C=C4)C5=CC=CC=C5

Computational Chemistry Data

TPSA 121.24
LogP 5.2112
H_Acceptors 9
H_Donors 2
Rotatable_Bonds 11

Safety Information

Download SDS

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Other Classifications

Building Blocks Functional Group Organosilicon compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Nucleosides & Nucleotides 5'-Protected 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

Catalysis Compounds by Element Classes Metal Compounds Semimetal Compounds

Key Words

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5'-O-DMT-2'-TBDMS-Uridine

CAS No. 81246-80-2

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