5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYCYTIDINE

Basic Information

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CAS Number

666848-11-9

Molecular Formula

C15H26IN3O4Si

Molecular Weight

467.38 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Agricultural Chemicals Pesticides Herbicides

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

SMILES

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O[C@@H](C[C@H](N1C(N=C(C(I)=C1)N)=O)O2)[C@H]2CO[Si](C)(C(C)(C)C)C

InChI

1S/C15H26IN3O4Si/c1-15(2,3)24(4,5)22-8-11-10(20)6-12(23-11)19-7-9(16)13(17)18-14(19)21/h7,10-12,20H,6,8H2,1-5H3,(H2,17,18,21)/t10-,11+,12+/m0/s1

InChIKey

GKUIXIRTAVPIGD-QJPTWQEYSA-N

LogP

2.1002999999999994

Topological Polar Surface Area

99.6 Å²

Hydrogen Bond Donor/Acceptor

3 / 7

Complexity

574

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

4-amino-1-[(2R,4S,5R)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-hydroxyoxolan-2-yl]-5-iodopyrimidin-2-one
5'-O-TERT-BUTYLMETHYLSILYL-2'-DEOXY-5-IODOCYTIDINE
5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYCYTIDINE
5'-O-TBDMS-5-Iodo-2'-DeoxyCytidine
GKUIXIRTAVPIGD-QJPTWQEYSA-N
5'-O-[tert-Butyl(dimethyl)silyl]-2'-deoxy-5-iodocytidine
2'-Deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]-5-iodo-Cytidine
4-Amino-1-((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-iodopyrimidin-2(1H)-one

MDL Number

MFCD09264239

FAQ

What are the physical and chemical properties of 5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYCYTIDINE (CAS: 666848-11-9)?

The compound 5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYCYTIDINE is a crystalline solid with a molecular weight of approximately 425.2 g/mol. It has limited water solubility and is known for its reactivity due to the presence of the iodine substituent. The compound is stable under normal conditions but requires careful handling to avoid degradation.

How is 5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYCYTIDINE (CAS: 666848-11-9) typically synthesized?

5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYCYTIDINE is typically synthesized via a multi-step process involving protection of the hydroxyl group, introduction of the iodine substituent, and deprotection. Common reagents include tert-butyldimethylsilyl chloride and iodine, with the use of anhydrous conditions and appropriate solvents like dichloromethane.

What industries use 5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYCYTIDINE (CAS: 666848-11-9)?

5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYCYTIDINE is primarily used in pharmaceutical research, particularly in the development of nucleoside analogs for antiviral and anticancer therapies. It may also find applications in the synthesis of DNA and RNA analogs for sensor and semiconductor technologies.

What precautions should be taken when handling 5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYCYTIDINE (CAS: 666848-11-9)?

When handling 5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYCYTIDINE, it is essential to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to avoid inhalation of vapors. Spills should be cleaned up immediately using appropriate absorbents, and the material safety data sheet (MSDS) should be consulted for detailed safety information.