1-{5-O-t-butyldiphenylsilyl-2,3-di-O-[methylthio(thiocarbonyl)]-α-L-lyxofuranosyl}-5-fluorocytosine

Base Information

Chemical Name:1-{5-O-t-butyldiphenylsilyl-2,3-di-O-[methylthio(thiocarbonyl)]-α-L-lyxofuranosyl}-5-fluorocytosine
CAS No.:1382683-47-7
Molecular Formula:C₂₉H₃₄FN₃O₅S₄Si
Molecular Weight:679.954
Hs Code.:

Synonyms:1-{5-O-t-butyldiphenylsilyl-2,3-di-O-[methylthio(thiocarbonyl)]-α-L-lyxofuranosyl}-5-fluorocytosine

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Chemical Property of 1-{5-O-t-butyldiphenylsilyl-2,3-di-O-[methylthio(thiocarbonyl)]-α-L-lyxofuranosyl}-5-fluorocytosine

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Technology Process of 1-{5-O-t-butyldiphenylsilyl-2,3-di-O-[methylthio(thiocarbonyl)]-α-L-lyxofuranosyl}-5-fluorocytosine

There total 7 articles about 1-{5-O-t-butyldiphenylsilyl-2,3-di-O-[methylthio(thiocarbonyl)]-α-L-lyxofuranosyl}-5-fluorocytosine 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:

Reference yield: 78.0%

: 75-15-0,12122-00-8
carbon disulfide

: 1382683-45-5
1-[5-O-(t-butyldiphenylsilyl)-α-L-lyxofuranosyl]-5-fluorocytosine

: 74-88-4
methyl iodide

: 1382683-47-7
1-{5-O-t-butyldiphenylsilyl-2,3-di-O-[methylthio(thiocarbonyl)]-α-L-lyxofuranosyl}-5-fluorocytosine

Guidance literature:: carbon disulfide; 1-[5-O-(t-butyldiphenylsilyl)-α-L-lyxofuranosyl]-5-fluorocytosine; With sodium hydroxide; In water; dimethyl sulfoxide; for 0.5h; Cooling with ice;

methyl iodide; In water; dimethyl sulfoxide; at 20 ℃; for 2h;
DOI:10.1080/00397911.2011.571805

Reference yield:

: 1382683-41-1
1-(2,3,5-tri-O-acetyl-α-L-lyxofuranosyl)-5-fluorocytosine

: 1382683-47-7
1-{5-O-t-butyldiphenylsilyl-2,3-di-O-[methylthio(thiocarbonyl)]-α-L-lyxofuranosyl}-5-fluorocytosine

Guidance literature:: Multi-step reaction with 3 steps

1.1: ammonia / methanol / 5 h / 20 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C / Cooling with ice

3.1: sodium hydroxide / water; dimethyl sulfoxide / 0.5 h / Cooling with ice

3.2: 2 h / 20 °C

With 1H-imidazole; ammonia; sodium hydroxide; In methanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1080/00397911.2011.571805

Reference yield:

: 1382683-43-3
1-(α-L-Lyxofuranosyl)-5-fluorocytosine

: 1382683-47-7
1-{5-O-t-butyldiphenylsilyl-2,3-di-O-[methylthio(thiocarbonyl)]-α-L-lyxofuranosyl}-5-fluorocytosine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C / Cooling with ice

2.1: sodium hydroxide / water; dimethyl sulfoxide / 0.5 h / Cooling with ice

2.2: 2 h / 20 °C

With 1H-imidazole; sodium hydroxide; In water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1080/00397911.2011.571805