5'-O-(4,4'-dimethoxytrityl)-3'-O-methyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine

Base Information

Chemical Name:5'-O-(4,4'-dimethoxytrityl)-3'-O-methyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine
CAS No.:1338923-35-5
Molecular Formula:C₃₄H₃₄FN₃O₇S
Molecular Weight:647.724
Hs Code.:

Synonyms:5'-O-(4,4'-dimethoxytrityl)-3'-O-methyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine

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Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-3'-O-methyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine

Chemical Property:

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-3'-O-methyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine

There total 10 articles about 5'-O-(4,4'-dimethoxytrityl)-3'-O-methyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine 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:

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 1338923-32-2
5'-O-(4,4'-dimethoxytrityl)-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio-)-5-fluorouridine

: 1338923-34-4
5'-O-(4,4'-dimethoxytrityl)-2'-O-methyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine

: 1338923-35-5
5'-O-(4,4'-dimethoxytrityl)-3'-O-methyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine

Guidance literature:: With tin(II) chloride dihdyrate; In diethyl ether; dichloromethane; Cooling with ice;
DOI:10.1016/j.bmc.2011.08.035

Reference yield:

: 157770-09-7
5’-O-4,4'-dimethoxytrityl-5-fluorouridine

: 1338923-34-4
5'-O-(4,4'-dimethoxytrityl)-2'-O-methyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine

: 1338923-35-5
5'-O-(4,4'-dimethoxytrityl)-3'-O-methyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine

Guidance literature:: Multi-step reaction with 5 steps

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

2.1: triethylamine; trichlorophosphate / acetonitrile / 0.17 h / 0 °C

2.2: 0 - 20 °C

3.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 1.5 h / 20 °C

4.1: triethylamine tris(hydrogen fluoride) / 8 h / Neat (no solvent)

5.1: tin(II) chloride dihdyrate / diethyl ether; dichloromethane / Cooling with ice

With 1H-imidazole; tin(II) chloride dihdyrate; triethylamine tris(hydrogen fluoride); triethylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2011.08.035

Reference yield:

: 5'-O-(4,4'-dimethoxytrityl)-2',3'-O-bis(tert-butyldimethylsilyl)-5-fluorouridine

: 1338923-34-4
5'-O-(4,4'-dimethoxytrityl)-2'-O-methyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine

: 1338923-35-5
5'-O-(4,4'-dimethoxytrityl)-3'-O-methyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine; trichlorophosphate / acetonitrile / 0.17 h / 0 °C

1.2: 0 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 1.5 h / 20 °C

3.1: triethylamine tris(hydrogen fluoride) / 8 h / Neat (no solvent)

4.1: tin(II) chloride dihdyrate / diethyl ether; dichloromethane / Cooling with ice

With tin(II) chloride dihdyrate; triethylamine tris(hydrogen fluoride); triethylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In diethyl ether; dichloromethane; acetonitrile;
DOI:10.1016/j.bmc.2011.08.035