N2-Isobutyryl-3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)guanosine synthesis
- Product Name:N2-Isobutyryl-3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)guanosine
- CAS Number:87865-78-9
- Molecular formula:C26H45N5O7Si2
- Molecular Weight:595.84
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Yield: 65%
Reaction Conditions:
with pyridine in N,N-dimethyl-formamide at 20; for 12 h;
Steps:
11.1
Step 1 : Preparation of compound 11a TTPDSCh (6.70 g, 21.23 mmol) was added to a solution of SM 11, Misobutyrylguanosine (5.0 g, 14 15 mmol) in pyridine (50 mL). The reaction mixture was stirred for 12 h at room temperature after which it was concentrated under reduced pressure. The residue product was purified by silica column chromatography (gradient elution: 0 - 10% MeOH in DCM) to give compound 11a as a white foam (5.5 g, yield: 65%). lH NMR (400 MHz, DMSO- de) 5 ppm 12.12 (s, 1 H), 11.76 (s, 1 H), 8.05 (s, 1 H), 5.79 (s, 1 H), 5.71 (d, =4.9 Hz, 1 H), 4.28 - 4 39 (m, 2 H), 4.13 (br dd, J=12.9, 2.6 Hz, 1 H), 4.00 - 4.07 (m, 1 H), 3.94 (hr dd, =12.9, 2.7 Hz, 1 H), 2.78 (spt, J= 6.8 Hz, 1 H), 1.11 (d, J= 6.6 Hz, 6 H), 0.93 - 1.08 (m, 28 H); ESI-MS: m/z 596.2 [M+H]+
References:
JANSSEN BIOTECH, INC.;BEIGELMAN, Leonid;BIGNAN, Gilles;CONNOLLY, Peter J.;EDWARDS, James Patrick;EMANUEL, Stuart;LAQUERRE, Sylvia;RICHTER, Mark;SCHEPENS, Wim Gert Griet;THATIKONDA, Santhosh Kumar;THURING, Johannes Wilhelmus John Fitzgerald;VIELLEVOYE, Marcel;WANG, Guangyi;ZHONG, Minghong WO2019/118839, 2019, A1 Location in patent:Page/Page column 169-170
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69304-37-6
305 suppliers
$10.00/1g
87865-78-9
33 suppliers
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