5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]-2'-O-[dimethyl(2-methyl-2-propanyl)silyl]adenosine | CAS No. 81794-13-0

5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]-2'-O-[dimethyl(2-methyl-2-propanyl)silyl]adenosine

Basic Information

CAS Number

81794-13-0

Molecular Formula

C37H45N5O6Si

Molecular Weight

683.88 g/mol

AD

Basic Physical Properties

Density

1.24±0.1 g/cm3 (20 ºC 760 Torr),

Solubility

Insuluble (5.9E-6 g/L) (25 ºC),

O[C@@H]([C@H]([C@H](N1C=NC2=C1N=CN=C2N)O3)O[Si](C)(C(C)(C)C)C)[C@H]3COC(C4=CC=C(OC)C=C4)(C5=CC=CC=C5)C6=CC=C(OC)C=C6

InChI

InChI=1S/C37H45N5O6Si/c1-36(2,3)49(6,7)48-32-31(43)29(47-35(32)42-23-41-30-33(38)39-22-40-34(30)42)21-46-37(24-11-9-8-10-12-24,25-13-17-27(44-4)18-14-25)26-15-19-28(45-5)20-16-26/h8-20,22-23,29,31-32,35,43H,21H2,1-7H3,(H2,38,39,40)/t29-,31-,32-,35-/m1/s1

InChIKey

WBXYUFMFVHCXRR-QSYCCZFCSA-N

LogP

6.083100000000006

Topological Polar Surface Area

136.0 Ų

Hydrogen Bond Donor/Acceptor

3 / 11

Complexity

1020

Synonyms & References

English

  • 2'-O-tert-Butyldimethylsilyl-5'-O-DMT-adenosine
  • 5'-O-DMT-2'-O-TBDMS adenosine
  • Adenosine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-[(1,1-dimethylethyl)dimet hylsilyl]-
  • 5'-O-[Bis(4-methoxyphenyl)phenylmethyl]-2'-O-[(1,1-dimethylethyl)dimethylsilyl]adenosine
  • 5'-O-(4,4'-DiMethoxytrityl)-2'-O-t-butyldiMethylsilyl adenosine
  • 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)adenosine
  • ADENOSINE, 5'-O-[BIS(4-METHOXYPHENYL)PHENYLMETHYL]-2'-O-[(1,1-DIMETHYLETHYL)DIMETHYLSILYL]- (9CI)
  • Adenosine, 5-o-[bis(4-methoxyphenyl)phenylmethyl]-2-o-[(1,1-dimethylethyl)dimethylsilyl]-
  • Adenosine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-[(1,1-dimethylethyl)dimethylsilyl]- (9CI)
  • (2R,3R,4R,5R)-5-(6-Amino-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-((tert-butyldimethylsilyl)oxy)tetrahydrofuran-3-ol
  • (2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-((tert-butyldimethylsilyl)oxy)tetrahydrofuran-
  • CID 12081375

MDL Number

MFCD20134039

FAQ

What are the physical and chemical properties of 5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]-2'-O-[dimethyl(2-methyl-2-propanyl)silyl]adenosine (CAS: 81794-13-0)?

5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]-2'-O-[dimethyl(2-methyl-2-propanyl)silyl]adenosine is a crystalline compound with a molecular weight of approximately 811.45 g/mol. It has low solubility in water but dissolves readily in organic solvents. The compound is relatively stable under normal conditions but can undergo hydrolysis under acidic or basic conditions. It does not have significant reactivity with common organic compounds under normal laboratory conditions.

How is 5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]-2'-O-[dimethyl(2-methyl-2-propanyl)silyl]adenosine (CAS: 81794-13-0) typically synthesized?

5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]-2'-O-[dimethyl(2-methyl-2-propanyl)silyl]adenosine is typically synthesized through multistep reactions involving condensation and silylation processes. The synthesis involves the use of protecting groups and catalysts to ensure high yield and selectivity. Commonly, trifluoroacetic acid (TFA) is used as a catalyst for the deprotection step, while silylation is typically achieved using trimethylchlorosilane (TMCS) and 4-dimethylaminopyridine (DMAP) as reagents.

What industries use 5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]-2'-O-[dimethyl(2-methyl-2-propanyl)silyl]adenosine (CAS: 81794-13-0)?

5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]-2'-O-[dimethyl(2-methyl-2-propanyl)silyl]adenosine is primarily used in the pharmaceutical industry for the development of targeted drug delivery systems and in research for understanding the structure-activity relationships of nucleosides. It is also used in the polymer industry for the synthesis of functional polymers and in semiconductor technology for the creation of novel materials with specific properties.

What precautions should be taken when handling 5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]-2'-O-[dimethyl(2-methyl-2-propanyl)silyl]adenosine (CAS: 81794-13-0)?

When handling 5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]-2'-O-[dimethyl(2-methyl-2-propanyl)silyl]adenosine, it is essential to use appropriate personal protective equipment (PPE), including gloves and goggles. The compound should be stored in a cool, dry place away from direct sunlight and should be handled in a fume hood to minimize inhalation risk. In case of spills, they should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. For detailed safety information, refer to the Safety Data Sheet (SDS).

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