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ChemicalBook >  Product Catalog >  Biochemical Engineering >  Nucleoside drugs >  Deoxynucleotides and their analogs >  5'-O-Dimethoxytrityl-N-isobutyryl-deoxyguanosine

5'-O-Dimethoxytrityl-N-isobutyryl-deoxyguanosine

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5'-O-Dimethoxytrityl-N-isobutyryl-deoxyguanosine Basic information

Product Name:
5'-O-Dimethoxytrityl-N-isobutyryl-deoxyguanosine
Synonyms:
  • 5'-O-DIMETHOXYTRITYL-N-ISOBUTYRYL-DEOXYGUANOSINE
  • 5'-O-(4,4'-DIMETHOXYTRITYL)-N2-ISOBUTYRYL-2'-DEOXYGUANOSINE
  • N(sup 2)-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxygu
  • N-[9-[(2R,4S,5R)-5-[[Bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxyoxolan-2-yl]-6-oxo-3H-purin-2-yl]-2-methylpropanamide
  • 2'-Deoxy-5'-O-(4,4'-dimethoxytrityl)-N-isobutyrylguanosine
  • 5'-O-(4,4'-Dimethoxytrityl)-N-isobutyryl-2'-deoxyguanosine
  • N-[9-[5-O-(4,4'-Dimethoxytrityl)-2-deoxy-β-D-ribofuranosyl]-6-oxo-1,6-dihydro-9H-purine-2-yl]isobutyramide
  • DMT-i-bu-dG
CAS:
68892-41-1
MF:
C35H37N5O7
MW:
639.7
EINECS:
272-615-4
Product Categories:
  • Nucleosides, Nucleotides & Related Reagents
  • Biochemistry
  • Organics
  • Nucleosides and their analogs
  • PNS
  • Modified(deoxy)nucleoside
Mol File:
68892-41-1.mol
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5'-O-Dimethoxytrityl-N-isobutyryl-deoxyguanosine Chemical Properties

Melting point:
~150 °C (dec.)(lit.)
Boiling point:
671.92°C (rough estimate)
Density 
1.2353 (rough estimate)
refractive index 
1.7500 (estimate)
storage temp. 
Inert atmosphere,2-8°C
solubility 
soluble in Methanol
form 
powder to crystal
pka
9.16±0.20(Predicted)
color 
White
Water Solubility 
2.4mg/L at 20℃
InChIKey
RMQXDNUKLIDXOS-PTIWCXHYNA-N
SMILES
C(OC[C@@H]1[C@@H](O)C[C@H](N2C=NC3C(=O)NC(NC(=O)C(C)C)=NC2=3)O1)(C1=CC=CC=C1)(C1C=CC(OC)=CC=1)C1=CC=C(OC)C=C1 |&1:3,4,7,r|
LogP
2.98 at 20℃
CAS DataBase Reference
68892-41-1(CAS DataBase Reference)
EPA Substance Registry System
Guanosine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-N-(2-methyl-1-oxopropyl)- (68892-41-1)
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
1-3-10
HS Code 
29349990

MSDS

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5'-O-Dimethoxytrityl-N-isobutyryl-deoxyguanosine Usage And Synthesis

Uses

N2-Isobutyryl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine (5'-O-Dimethoxytrityl-N-isobutyryl-deoxyguanosine) can be used as fluorescent hydrogel with high intensity.

Flammability and Explosibility

Not classified

Synthesis

2N-Isobutyryl deoxyguanosine (B5-I) was dried by co-evaporation with dry pyridine three times. To a stirred suspension of dry (B5-I) (14.15 mmol) in pyridine (100 mL), a solution of dimetoxytrityl chloride (14.8 mmol) in pyridine (30 mL) was added dropwise over 60 min. The reaction mixture was left for 4 h at room temperature, cooled to 0 C. by immersion in an ice water bath, quenched with 5% NaHCO3 (100 mL), and extracted with ethyl acetate (3×100 mL). The organic fractions were pooled, dried over magnesium sulfate, and concentrated in a vacuum, and the residue was co-evaporated with toluene. The gum oil residue was dissolved in a minimum amount of methylenechloride and added dropwise to a mixture of ethyl and petroleum ether (2000 mL 75/25) with stirring. After 20 min, pure 5'-O-Dimethoxytrityl-N-isobutyryl-deoxyguanosine precipitated from the solution and was filtered off and dried. Yield: 75%

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