5'-DMT-3'-TBDMS-Bz-rA

Name: 5'-DMT-3'-TBDMS-Bz-rA
Brand: ChemScene
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CAS No. 81256-88-4
Cat. No. CS-W018965
Purity≥97%
MDL No.MFCD00274103

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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+

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General Information

CAS No. 81256-88-4
Cat. No. CS-W018965
Purity ≥97%
MDL No. MFCD00274103
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄₄H₄₉N₅O₇Si
Molecular Weight 787.97
Synonym(s) None
SMILES COC(C=C1)=CC=C1C(C2=CC=CC=C2)(C3=CC=C(OC)C=C3)OC[C@@H]4[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](N5C6=NC=NC(NC(C7=CC=CC=C7)=O)=C6N=C5)O4

Description

5'-DMT-3'-TBDMS-Bz-rA delivers a protected riboadenine nucleoside with orthogonal functionalization: the 5'-DMT group enables purification via reverse-phase chromatography, while the 3'-TBDMS moiety provides steric shielding and moisture resistance. The benzoyl (Bz) protection at the N6 position ensures stability during synthesis. This derivative streamlines automated oligonucleotide assembly workflows under standard conditions.

Application

5'-DMT-3'-TBDMS-Bz-rA serves as a protected deoxyribonucleoside building block for the synthesis of oligonucleotides containing modified adenine residues. The 5'-DMT group provides robust protection and facilitates purification by reverse-phase HPLC, while the 3'-TBDMS moiety ensures orthogonal protection compatible with standard phosphoramidite coupling protocols. The benzoyl (Bz) group at the N6-position enhances base stacking and stability during synthesis. This derivative enables efficient incorporation of functionalized adenine units into DNA strands under standard automated synthesis conditions.

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 139.08
LogP 7.7532
H_Acceptors 11
H_Donors 2
Rotatable_Bonds 13

Other Classifications

Life Science Nucleosides & Nucleotides Nucleosides, Deoxyribonucleosides and Other 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

Key Words

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5'-DMT-3'-TBDMS-Bz-rA

CAS No. 81256-88-4

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