CAS 40733-28-6

5′-O-[(1,1-Dimethylethyl)dimethylsilyl]thymidine

Description:

5′-O-[(1,1-Dimethylethyl)dimethylsilyl]thymidine, with the CAS number 40733-28-6, is a modified nucleoside derivative of thymidine. This compound features a silyl protecting group, specifically a tert-butyldimethylsilyl (TBDMS) group, which enhances its stability and solubility in organic solvents. The presence of the silyl group allows for selective protection of the hydroxyl group at the 5′ position, making it useful in various synthetic applications, particularly in the field of nucleic acid chemistry. The compound is typically utilized in the synthesis of oligonucleotides and other nucleoside analogs, facilitating the introduction of modifications that can enhance the properties of the resulting molecules. Its structural characteristics contribute to its reactivity and compatibility with various chemical reactions, making it a valuable intermediate in biochemical research and pharmaceutical development. As with many silyl derivatives, it is important to handle this compound with care, as it may react with moisture and other nucleophiles, leading to the release of the silyl group.

Formula: C₁₆H₂₈N₂O₅Si

InChI: InChI=1S/C16H28N2O5Si/c1-10-8-18(15(21)17-14(10)20)13-7-11(19)12(23-13)9-22-24(5,6)16(2,3)4/h8,11-13,19H,7,9H2,1-6H3,(H,17,20,21)/t11-,12+,13+/m0/s1

InChI key: InChIKey=IJWIJLIIOKZJMS-YNEHKIRRSA-N

SMILES: O=C1N([C@@H]2O[C@H](CO[Si](C(C)(C)C)(C)C)[C@@H](O)C2)C=C(C)C(=O)N1

Synonyms:

• 1-Piperazinecarboxylic Acid, 4-(5-Carboxy-2-Pyridinyl)-, 1-(1,1-Dimethylethyl) Ester
• 1-[(2S,4R,5R)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-hydroxy-tetrahydrofuran-2-yl]-5-methyl-pyrimidine-2,4-dione
• 5′-O-(tert-Butyldimethylsilyl)deoxythymidine
• 5′-O-[(1,1-Dimethylethyl)dimethylsilyl]thymidine
• 5′-O-tert-Butyldimethylsilylthymidine
• 6-(4-{[(2-Methyl-2-propanyl)oxy]carbonyl}-1-piperazinyl)nicotinic acid
• 6-[4-(tert-Butoxycarbonyl)piperazin-1-yl]nicotinic acid
• Thymidine, 5′-O-[(1,1-dimethylethyl)dimethylsilyl]-

5'-O-(tert-Butyldimethylsilyl)thymidine, 97+%

CAS: 40733-28-6

5'-O-(tert-Butyldimethylsilyl)thymidine is used as pharmaceutical intermediate. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code

Formula: C₁₆H₂₈N₂O₅Si

Purity: 97+%

Color and Shape: Powder, White to off-white

Molecular weight: 356.49

Ref: 02-H52301

5'-O-TERT-BUTYLDIMETHYLSILYL-THYMIDINE

CAS: 40733-28-6

Formula: C₁₆H₂₈N₂O₅Si

Purity: 97%

Color and Shape: Solid

Molecular weight: 356.4894

Ref: IN-DA00C0M5

5'-O-(tert-Butyldimethylsilyl)thymidine

CAS: 40733-28-6

5'-O-(tert-Butyldimethylsilyl)thymidine

Formula: C₁₆H₂₈N₂O₅Si

Purity: 99%

Color and Shape: white powder

Molecular weight: 356.48941g/mol

Ref: 54-OR11394

5′-O-TERT-BUTYLDIMETHYLSILYL-THYMIDINE

CAS: 40733-28-6

Purity: 97%

Molecular weight: 356.493988

Ref: 10-F841668

5'-O-tert-Butyldimethylsilylthymidine

CAS: 40733-28-6

5'-O-tert-Butyldimethylsilylthymidine is a nucleoside that is used for the synthesis of oligoribonucleotides. It can be prepared by treating 5'-O-tert-butyldimethylsilylthymidine with alkyl bromides in the presence of microwaves and catalytic amounts of a base such as sodium methoxide. The product is purified by vacuum distillation or column chromatography and can be hydrolyzed to uridine, which has been shown to have anti-inflammatory properties. 5'-O-tert-Butyldimethylsilylthymidine can also be converted into deoxyribose through the use of ultrasound.

Formula: C₁₆H₂₈N₂O₅Si

Purity: Min. 95%

Molecular weight: 356.5 g/mol

Ref: 3D-NB08945

5'-O-TBDMS-dT

CAS: 40733-28-6

5’-O-TBDMS-dT is a nucleoside with protective and modification effects.

Formula: C₁₆H₂₈N₂O₅Si

Color and Shape: Solid

Molecular weight: 356.49

Ref: TM-T37145