Technology Process of 9-[(2R,3S,4S)-2,3-bis(tert-butyldiphenylsilanyloxymethyl)thietan-4-yl]-6-chloro-2-fluoropurine
There total 8 articles about 9-[(2R,3S,4S)-2,3-bis(tert-butyldiphenylsilanyloxymethyl)thietan-4-yl]-6-chloro-2-fluoropurine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
6-chloro-2-fluoropurine;
With
1,1,1,3,3,3-hexamethyl-disilazane;
In
acetonitrile;
for 3h;
Heating;
(2R,3R)-2,3-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-thietane 1-oxide;
With
trimethylsilyl trifluoromethanesulfonate; triethylamine; zinc(II) iodide;
In
toluene;
at 0 ℃;
for 24h;
DOI:10.1021/jm050912h
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: NaOMe / methanol / 16 h
1.2: NaBH4 / methanol / 2 h
2.1: 92 percent / imidazole / CH2Cl2 / 3 h / 20 °C
3.1: mCPBA / CH2Cl2 / 0.5 h / -78 °C
4.1: hexamethyldisilazane / acetonitrile / 3 h / Heating
4.2: Et3N; TMSOTf; ZnI2 / toluene / 24 h / 0 °C
With
1H-imidazole; sodium methylate; 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane;
In
methanol; dichloromethane; acetonitrile;
DOI:10.1021/jm050912h
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: BH3*SMe2 / tetrahydrofuran / 2.5 h / 0 - 20 °C
1.2: 64 percent / aq. H2O2; NaOH / tetrahydrofuran / 2 h
2.1: oxalyl chloride; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
3.1: NaOMe / methanol / 16 h
3.2: NaBH4 / methanol / 2 h
4.1: 92 percent / imidazole / CH2Cl2 / 3 h / 20 °C
5.1: mCPBA / CH2Cl2 / 0.5 h / -78 °C
6.1: hexamethyldisilazane / acetonitrile / 3 h / Heating
6.2: Et3N; TMSOTf; ZnI2 / toluene / 24 h / 0 °C
With
1H-imidazole; oxalyl dichloride; dimethylsulfide borane complex; sodium methylate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane;
In
tetrahydrofuran; methanol; dichloromethane; acetonitrile;
2.1: Swern oxidation;
DOI:10.1021/jm050912h
