ChemicalBook > CAS DataBase List > N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl guanosine

N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl guanosine

Product Name
N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl guanosine
CAS No.
81256-89-5
Chemical Name
N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl guanosine
Synonyms
5'-DMT-3'-TBDMS-ibu-rG;5'-O-DMT-3'-O-TBDMS-ibu-rG;5'-O-DMT-3'-O-TBDMS-ibu-rG;5'-O-DMT-3'-O-TBDMS-N2-IBU-RG;3'-O-tert-Butyldimethylsilyl-5'-O-DMT-N2-isobutyrylguanosine;5'-O-DMT-3'-O-(tertbutyldimethylsilyl)-N-isobutyryl-Guanosine;N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl guanosine;5'-O-(4,4'-dimethoxytrityl)-3'-O-(t-butyl-dimethylsilyl)-N2-isobutyryl-Guanosine;5'-O-[Bis(4-methoxyphenyl)phenylmethyl]-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-N-(2-methyl-1-oxopropyl)-Guanosine;Guanosine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-N-(2-methyl-1-oxopropyl)-
CBNumber
CB43052895
Molecular Formula
C41H51N5O8Si
Formula Weight
769.96
MOL File
81256-89-5.mol
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N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl guanosine Property

Density 
1.25±0.1 g/cm3(Predicted)
storage temp. 
4°C, away from moisture and light
solubility 
DMSO : 100 mg/mL (129.88 mM; Need ultrasonic)
form 
Solid
pka
9.16±0.20(Predicted)
color 
White to off-white
InChIKey
XAIQBZNFPUNWMQ-HVXBIEPNNA-N
SMILES
O(C(C1=CC=C(OC)C=C1)(C1=CC=C(OC)C=C1)C1=CC=CC=C1)C[C@H]1O[C@@H](N2C3=C(C(NC(=N3)NC(=O)C(C)C)=O)N=C2)[C@H](O)[C@@H]1O[Si](C(C)(C)C)(C)C |&1:25,27,44,46,r|
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Biosynth Carbosynth
Product number
NB33744
Product name
3'-O-tert-Butyldimethylsilyl-5'-O-DMT-N2-isobutyrylguanosine
Packaging
250mg
Price
$95
Updated
2021/12/16
Biosynth Carbosynth
Product number
NB33744
Product name
3'-O-tert-Butyldimethylsilyl-5'-O-DMT-N2-isobutyrylguanosine
Packaging
500mg
Price
$185
Updated
2021/12/16
AK Scientific
Product number
9950EM
Product name
5'-DMT-3'-TBDMS-ibu-rG
Packaging
500mg
Price
$299
Updated
2021/12/16
Biosynth Carbosynth
Product number
NB33744
Product name
3'-O-tert-Butyldimethylsilyl-5'-O-DMT-N2-isobutyrylguanosine
Packaging
1g
Price
$350
Updated
2021/12/16
AK Scientific
Product number
9950EM
Product name
5'-DMT-3'-TBDMS-ibu-rG
Packaging
1g
Price
$522
Updated
2021/12/16
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N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl guanosine Chemical Properties,Usage,Production

Uses

5'-DMT-3'-TBDMS-ibu-rG is is a modified nucleoside. 5'-DMT-3'-TBDMS-ibu-rG can be used in deoxyribonucleic acid synthesis.

Synthesis

18162-48-6

81246-83-5

81256-89-5

Synthesis of 3'-DMTBS-5'-O-(4,4') tetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide from tert-butyldimethylchlorosilane and N-(9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(1-hydroxy-2,2-bis(4-methoxyphenyl)-2-phenylethyl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide. -dimethoxytrityl)-N2-isobutyryl acylcytidine in the following general steps: to a solution of compound HLH (23.9 g, 36.450 mmol, 1.00 eq.) in N,N-dimethylformamide (120 mL) was added tert-butyldimethylchlorosilane (8.24 g, 54.675 mmol, 1.50 eq.) and 1H-imidazole ( 6.204 g, 91.124 mmol, 2.50 equiv). The reaction mixture was stirred at 25 °C overnight. After completion of the reaction, the reaction was quenched with methanol (5 mL) and the mixture was concentrated to give the residue. The residue was purified by preparative HPLC (mobile phase: water (containing 0.225% formic acid)-acetonitrile gradient elution) to afford compound LII (6.7 g, 24% yield) as a yellow solid.LC-MS analysis showed ESI-MS m/z 770.3 [M+H]+.

References

[1] Ezequiel Wexselblatt, et al. ppGpp analogues inhibit synthetase activity of Rel proteins from Gram-negative and Gram-positive bacteria. Bioorg Med Chem. 2010 Jun 15;18(12):4485-97. DOI:10.1016/j.bmc.2010.04.064

N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl guanosine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl guanosine manufacturers

Shenzhen Nexcon Pharmatechs Ltd.
Product
5'-DMT-3'-TBDMS-ibu-rG 81256-89-5
Price
US $0.00-0.00/G
Min. Order
1G
Purity
98%
Supply Ability
2000
Release date
2025-06-03

81256-89-5, N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl guanosineRelated Search:


  • 5'-DMT-3'-TBDMS-ibu-rG
  • 3'-O-tert-Butyldimethylsilyl-5'-O-DMT-N2-isobutyrylguanosine
  • N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl guanosine
  • 5'-O-DMT-3'-O-TBDMS-N2-IBU-RG
  • Guanosine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-N-(2-methyl-1-oxopropyl)-
  • 5'-O-DMT-3'-O-TBDMS-ibu-rG
  • 5'-O-[Bis(4-methoxyphenyl)phenylmethyl]-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-N-(2-methyl-1-oxopropyl)-Guanosine
  • 5'-O-(4,4'-dimethoxytrityl)-3'-O-(t-butyl-dimethylsilyl)-N2-isobutyryl-Guanosine
  • 5'-O-DMT-3'-O-(tertbutyldimethylsilyl)-N-isobutyryl-Guanosine
  • 5'-O-DMT-3'-O-TBDMS-ibu-rG
  • 81256-89-5