Technology Process of 1-[4’,5‘-(1,1,3,3-tetraisopropyldisiloxane1,3-diyl)-3-O-benzyl-2-deoxy-2-hydroxymethyl-3-β-ribo-pentofuranosyl]thymine
There total 9 articles about 1-[4’,5‘-(1,1,3,3-tetraisopropyldisiloxane1,3-diyl)-3-O-benzyl-2-deoxy-2-hydroxymethyl-3-β-ribo-pentofuranosyl]thymine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
1-[4’,5‘-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-3-O-benzyl-2-deoxy-2-vinyl-β-D-ribo-pentofuranosyl]thymine;
With
ozone;
In
dichloromethane;
at -78 ℃;
for 1h;
Cooling with acetone-dry ice;
With
sodium tetrahydroborate;
In
methanol; dichloromethane;
at 0 - 20 ℃;
for 0.333333h;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: p-toluenesulfonic acid monohydrate; sodium iodide / acetone / 4 h / 55 °C
2.1: pyridine / 20 °C / Inert atmosphere
3.1: triethylamine; dmap / toluene / 1.17 h / 20 °C / Inert atmosphere
4.1: 2,2'-azobis(isobutyronitrile); hexamethyldistannane / benzene / 5 h / Reflux
4.2: 1 h / 20 °C
5.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / -10 °C / Inert atmosphere; Cooling with ice
5.2: 19 h / -10 - 4 °C
6.1: hydrogenchloride / ethyl acetate / 2 h / 0 °C / Cooling with ice
7.1: Dess-Martin periodane / dichloromethane / 2.5 h / 0 °C
7.2: 15 h
8.1: pyridine / 3 h / 20 °C / Inert atmosphere
9.1: ozone / dichloromethane / 1 h / -78 °C / Cooling with acetone-dry ice
9.2: 0.33 h / 0 - 20 °C
With
pyridine; hydrogenchloride; dmap; 2,2'-azobis(isobutyronitrile); p-toluenesulfonic acid monohydrate; hexamethyldistannane; sodium hydride; Dess-Martin periodane; ozone; triethylamine; sodium iodide;
In
tetrahydrofuran; dichloromethane; ethyl acetate; acetone; toluene; mineral oil; benzene;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 2,2'-azobis(isobutyronitrile); hexamethyldistannane / benzene / 5 h / Reflux
1.2: 1 h / 20 °C
2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / -10 °C / Inert atmosphere; Cooling with ice
2.2: 19 h / -10 - 4 °C
3.1: hydrogenchloride / ethyl acetate / 2 h / 0 °C / Cooling with ice
4.1: Dess-Martin periodane / dichloromethane / 2.5 h / 0 °C
4.2: 15 h
5.1: pyridine / 3 h / 20 °C / Inert atmosphere
6.1: ozone / dichloromethane / 1 h / -78 °C / Cooling with acetone-dry ice
6.2: 0.33 h / 0 - 20 °C
With
pyridine; hydrogenchloride; 2,2'-azobis(isobutyronitrile); hexamethyldistannane; sodium hydride; Dess-Martin periodane; ozone;
In
tetrahydrofuran; dichloromethane; ethyl acetate; mineral oil; benzene;
![1-[4’,5‘-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-3-O-benzyl-2-deoxy-2-vinyl-β-D-ribo-pentofuranosyl]thymine](/Databaselist/images/loading.webp)
