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
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|
N-Bromosuccinimide Price
- Product number
- NB33744
- Product name
- 3'-O-tert-Butyldimethylsilyl-5'-O-DMT-N2-isobutyrylguanosine
- Packaging
- 250mg
- Price
- $95
- Updated
- 2021/12/16
- Product number
- NB33744
- Product name
- 3'-O-tert-Butyldimethylsilyl-5'-O-DMT-N2-isobutyrylguanosine
- Packaging
- 500mg
- Price
- $185
- Updated
- 2021/12/16
- Product number
- 9950EM
- Product name
- 5'-DMT-3'-TBDMS-ibu-rG
- Packaging
- 500mg
- Price
- $299
- Updated
- 2021/12/16
- Product number
- NB33744
- Product name
- 3'-O-tert-Butyldimethylsilyl-5'-O-DMT-N2-isobutyrylguanosine
- Packaging
- 1g
- Price
- $350
- Updated
- 2021/12/16
- Product number
- 9950EM
- Product name
- 5'-DMT-3'-TBDMS-ibu-rG
- Packaging
- 1g
- Price
- $522
- Updated
- 2021/12/16
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
N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl guanosine Suppliers
- Tel
- --
- Fax
- --
- sales@carbosynth.com
- Country
- United Kingdom
- ProdList
- 6005
- Advantage
- 58
View Lastest Price from N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl guanosine manufacturers
- 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