5'-O-DMT-2'-O-iBu-N-Bz-Guanosine

Basic Information

View in Editor

CAS Number

81279-39-2

Molecular Formula

C41H51N5O8Si

Molecular Weight

769.97 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 Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Density

1.25

SMILES

View in Editor

CC(C)C(NC(N1)=NC2=C(N=CN2[C@@H]3O[C@H](COC(C4=CC=C(OC)C=C4)(C5=CC=C(OC)C=C5)C6=CC=CC=C6)[C@@H](O)[C@H]3O[Si](C)(C(C)(C)C)C)C1=O)=O

InChI

InChI=1S/C41H51N5O8Si/c1-25(2)36(48)44-39-43-35-32(37(49)45-39)42-24-46(35)38-34(54-55(8,9)40(3,4)5)33(47)31(53-38)23-52-41(26-13-11-10-12-14-26,27-15-19-29(50-6)20-16-27)28-17-21-30(51-7)22-18-28/h10-22,24-25,31,33-34,38,47H,23H2,1-9H3,(H2,43,44,45,48,49)/t31-,33-,34-,38-/m1/s1

InChIKey

JMCNKJFOIJGYRG-CJEGOSRCSA-N

LogP

6.388700000000008

Topological Polar Surface Area

159.05 Å²

Hydrogen Bond Donor/Acceptor

3 / 13

Complexity

1310

Safety Information

View Safety Information

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

H332 Harmful if inhaled
Acute toxicity, inhalation

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

Synonyms & References

English

5'-O-DMT-2'-O-TBDMS-N-Bz-Adenosine
5'-O-DMT-2'-O-iBu-N-Bz-Guanosine
5’-DMT-2’-TBDMS-iBu-rG
N-[9-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-[tert-butyl(dimethyl)silyl]oxy-4-hydroxyoxolan-2-yl]-6-oxo-3H-purin-2-yl]-2-methylpropanamide
N-(9-((2R,3R,4R,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-((tert-butyldimethylsilyl)oxy)-4-hydroxytetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide
C41H51N5O8Si
5'-DMT-3'-TBDMS-ibu-rG
JMCNKJFOIJGYRG-CJEGOSRCSA-N
2622AC
5'-O-(4,4'-Dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-N-isobutyrylguanosine
N2-Iso
N2-Isobutyryl-

MDL Number

MFCD00080293

FAQ

What are the physical and chemical properties of 5'-O-DMT-2'-O-iBu-N-Bz-Guanosine (CAS: 81279-39-2)?

5'-O-DMT-2'-O-iBu-N-Bz-Guanosine is a crystalline compound with a molecular weight of approximately 615.48 g/mol. It has low water solubility and moderate solubility in organic solvents. This compound is relatively stable under acidic and basic conditions, but can react with nucleophiles. It is often used for its fluorescent properties and is found in various chemical and pharmaceutical applications.

How is 5'-O-DMT-2'-O-iBu-N-Bz-Guanosine (CAS: 81279-39-2) typically synthesized?

5'-O-DMT-2'-O-iBu-N-Bz-Guanosine is typically synthesized through a multi-step process involving coupling of guanosine with DMT (N,N'-Diisopropylcarbodiimide) and Boc (tert-butoxycarbonyl) protecting groups. The synthesis involves protecting the hydroxyl groups and then installing the desired functionalities, followed by deprotection to obtain the final product. This process requires careful selection of reagents and conditions to achieve high yield and selectivity.

What industries use 5'-O-DMT-2'-O-iBu-N-Bz-Guanosine (CAS: 81279-39-2)?

5'-O-DMT-2'-O-iBu-N-Bz-Guanosine finds application in multiple industries, particularly in pharmaceuticals, where it serves as a fluorescence probe and for the development of therapeutic agents. It is also used in polymer science for functionalizing materials and in biosensors for detecting nucleic acids.

What precautions should be taken when handling 5'-O-DMT-2'-O-iBu-N-Bz-Guanosine (CAS: 81279-39-2)?

When handling 5'-O-DMT-2'-O-iBu-N-Bz-Guanosine, it is essential to use appropriate personal protective equipment (PPE) such as gloves, lab coat, and safety goggles. Work should be conducted in a well-ventilated fume hood to minimize inhalation risks. Spills should be immediately cleaned up using appropriate absorbents and disposed of according to local regulations. Always refer to the safety data sheet (SDS) for detailed information on handling and disposal.