5′-O-tert-Butyldimethylsilylthymidine - ≥97% , CAS No.40733-28-6

CAS: 40733-28-6 Cat. No.: O344789 Molecular Weight: 356.49 EC Number: 807-001-2

GRADE & PURITY ≥97%

Synonyms

5'-O-[(1,1-Dimethylethyl)dimethylsilyl]thymidine | 5'-O-tert-Butyldimethylsilylthymidine | 5'-O-TERT-BUTYLDIMETHYLSILYL-THYMIDINE | D86090 | 1-((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

Overview

5'-O-TBDMS-dT is a protective and modifying nucleoside 

Application：

5'-O-(tert-Butyldimethylsilyl)thymidine is used as pharmaceutical intermediate.

Specifications

Synonyms

5'-O-[(1, 1-Dimethylethyl)dimethylsilyl]thymidine | 5'-O-tert-Butyldimethylsilylthymidine | 5'-O-TERT-BUTYLDIMETHYLSILYL-THYMIDINE | D86090 | 1-((2R, 4S, 5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-methylpyrimidine-2, 4(1H, 3H

Specifications & Purity

≥97%

Storage

Store at 2-8°C, Protected from light

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

ACTIVATOR

Purity

≥97%

Names and Identifiers

• Canonical Smiles: CC1=CN(C(=O)NC1=O)C2CC(C(O2)CO[Si](C)(C)C(C)(C)C)O
• IUPAC Name: 1-[(2R,4S,5R)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-hydroxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione
• InChIKey: IJWIJLIIOKZJMS-YNEHKIRRSA-N
• 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
• Isomeric SMILES: CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)CO[Si](C)(C)C(C)(C)C)O
• Molecular Weight: 356.49
• Reaxy-Rn: 49436460
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=49436460&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Pyrimidine nucleosides
      • Subclass Pyrimidine 2'-deoxyribonucleosides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Pyrimidine nucleosides
• Subclass: Pyrimidine 2'-deoxyribonucleosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrimidine 2'-deoxyribonucleosides
• Alternative Parents: Pyrimidones Hydropyrimidines Vinylogous amides Heteroaromatic compounds Trialkylheterosilanes Oxolanes Ureas Silyl ethers Lactams Secondary alcohols Organic metalloid salts Oxacyclic compounds Azacyclic compounds Hydrocarbon derivatives Organic oxides Organonitrogen compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidine 2'-deoxyribonucleoside - Pyrimidone - Hydropyrimidine - Pyrimidine - Trialkylheterosilane - Oxolane - Heteroaromatic compound - Vinylogous amide - Lactam - Secondary alcohol - Urea - Silyl ether - Organoheterosilane - Oxacycle - Organoheterocyclic compound - Organic metalloid salt - Azacycle - Alcohol - Organosilicon compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organonitrogen compound - Organic metalloid moeity - Organic oxygen compound - Organic nitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. These are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Light Sensitive
• Molecular Weight: 356.490 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 356.177 Da
• Monoisotopic Mass: 356.177 Da
• Topological Polar Surface Area: 88.100 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 555.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

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