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1-[(2R,3S,4R/S)-2,3-bis(tert-butyldiphenylsilanyloxymethyl)thietan-4-yl]cytosine

Base Information
  • Chemical Name:1-[(2R,3S,4R/S)-2,3-bis(tert-butyldiphenylsilanyloxymethyl)thietan-4-yl]cytosine
  • CAS No.:881915-57-7
  • Molecular Formula:C41H49N3O3SSi2
  • Molecular Weight:720.095
  • Hs Code.:
1-[(2R,3S,4R/S)-2,3-bis(tert-butyldiphenylsilanyloxymethyl)thietan-4-yl]cytosine

Synonyms:1-[(2R,3S,4R/S)-2,3-bis(tert-butyldiphenylsilanyloxymethyl)thietan-4-yl]cytosine

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Chemical Property of 1-[(2R,3S,4R/S)-2,3-bis(tert-butyldiphenylsilanyloxymethyl)thietan-4-yl]cytosine
Chemical Property:
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Technology Process of 1-[(2R,3S,4R/S)-2,3-bis(tert-butyldiphenylsilanyloxymethyl)thietan-4-yl]cytosine

There total 9 articles about 1-[(2R,3S,4R/S)-2,3-bis(tert-butyldiphenylsilanyloxymethyl)thietan-4-yl]cytosine 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:
1-[(2R,3S,4R/S)-2,3-bis(tert-butyldiphenylsilanyloxymethyl)thietan-4-yl]uracil; With dmap; 2,4,6-triisopropylphenylsulfonyl chloride; triethylamine; In acetonitrile; at 20 ℃;
With ammonium hydroxide; In acetonitrile; for 3h;
DOI:10.1021/jm050912h
Guidance literature:
Multi-step reaction with 5 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 / Heating
4.2: Et3N; TMSOTf; ZnI2 / toluene / 0 °C
5.1: Et3N; 2,4,6-triisopropylbenzenesulfonyl chloride; DMAP / acetonitrile / 20 °C
5.2: 75 percent / aq. NH3 / acetonitrile / 3 h
With 1H-imidazole; dmap; 2,4,6-triisopropylphenylsulfonyl chloride; sodium methylate; triethylamine; 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 9 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 / Heating
8.2: Et3N; TMSOTf; ZnI2 / toluene / 0 °C
9.1: Et3N; 2,4,6-triisopropylbenzenesulfonyl chloride; DMAP / acetonitrile / 20 °C
9.2: 75 percent / aq. NH3 / acetonitrile / 3 h
With 1H-imidazole; dmap; 2,4,6-triisopropylphenylsulfonyl chloride; 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
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