Technology Process of 1-[(4xi)-3-azido-2,3,6-trideoxy-alpha-L-threo-hexofuranosyl]-5-methylpyrimidine-2,4(1H,3H)-dione
There total 7 articles about 1-[(4xi)-3-azido-2,3,6-trideoxy-alpha-L-threo-hexofuranosyl]-5-methylpyrimidine-2,4(1H,3H)-dione which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: AcOH, conc. H2SO4 / CH2Cl2 / 16 h / 4 °C
2: 53 percent / hexamethyldisilazane, chlorotrimethylsilane, trifluoromethanesulfonic acid / acetonitrile / 7 h / Heating
3: 95 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / toluene / 1.5 h / 90 °C
4: (dimethylamino)pyridine / acetonitrile
5: 77 percent / tributyltin hydride, AIBN / toluene / 120 °C
6: 58 percent / LiN3, benzoic acid / dimethylformamide / 16 h / 120 °C
7: 80 percent / 0.1 M NaOCH3 / methanol
With
dmap; chloro-trimethyl-silane; lithium azide; 2,2'-azobis(isobutyronitrile); trifluorormethanesulfonic acid; sulfuric acid; tri-n-butyl-tin hydride; sodium methylate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1,1,3,3,3-hexamethyl-disilazane; benzoic acid;
In
methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jm00094a014
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 58 percent / LiN3, benzoic acid / dimethylformamide / 16 h / 120 °C
2: 80 percent / 0.1 M NaOCH3 / methanol
With
lithium azide; sodium methylate; benzoic acid;
In
methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00094a014