Technology Process of 9-[(2R,3S,4S)-2,3-bis(tert-butyldiphenylsilanyloxymethyl)thietan-4-yl]-6-chloropurine
There total 7 articles about 9-[(2R,3S,4S)-2,3-bis(tert-butyldiphenylsilanyloxymethyl)thietan-4-yl]-6-chloropurine which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- 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 8 steps
1.1: Ac2O; DMSO / 20 °C
2.1: titanocene dichloride / tetrahydrofuran; diethyl ether / 2 h / 20 °C
2.2: 4.12 g / diethyl ether; tetrahydrofuran / 48 h / Heating
3.1: BH3*SMe2 / tetrahydrofuran / 2.5 h / 0 - 20 °C
3.2: 64 percent / aq. H2O2; NaOH / tetrahydrofuran / 2 h
4.1: oxalyl chloride; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
5.1: NaOMe / methanol / 16 h
5.2: NaBH4 / methanol / 2 h
6.1: 92 percent / imidazole / CH2Cl2 / 3 h / 20 °C
7.1: mCPBA / CH2Cl2 / 0.5 h / -78 °C
8.1: hexamethyldisilazane / acetonitrile / 3 h / Heating
8.2: Et3N; TMSOTf; ZnI2 / toluene / 24 h / 0 °C
With
1H-imidazole; oxalyl dichloride; dimethylsulfide borane complex; titanocene dichloride; sodium methylate; acetic anhydride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetonitrile;
1.1: Moffatt oxidation / 4.1: Swern oxidation;
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
