N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl guanosine manufacturers
|
| | N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl guanosine Basic information |
| Product Name: | N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl guanosine | | Synonyms: | 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 | | CAS: | 81256-89-5 | | MF: | C41H51N5O8Si | | MW: | 769.96 | | EINECS: | | | Product Categories: | | | Mol File: | 81256-89-5.mol |  |
| | N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl guanosine Chemical Properties |
| 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| |
| | N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl guanosine Usage And Synthesis |
| 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 | 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 |
|