1-[1'-O-(t-butyldimethylsilyl)-3',4'-O-isopropylidene-6'-O-(4-toluoyl)-β-D-psicofuranosyl]-6-iodouracil

Base Information

Chemical Name:1-[1'-O-(t-butyldimethylsilyl)-3',4'-O-isopropylidene-6'-O-(4-toluoyl)-β-D-psicofuranosyl]-6-iodouracil
CAS No.:1039097-61-4
Molecular Formula:C₂₇H₃₇IN₂O₈Si
Molecular Weight:672.589
Hs Code.:

Synonyms:1-[1'-O-(t-butyldimethylsilyl)-3',4'-O-isopropylidene-6'-O-(4-toluoyl)-β-D-psicofuranosyl]-6-iodouracil

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Chemical Property of 1-[1'-O-(t-butyldimethylsilyl)-3',4'-O-isopropylidene-6'-O-(4-toluoyl)-β-D-psicofuranosyl]-6-iodouracil

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Technology Process of 1-[1'-O-(t-butyldimethylsilyl)-3',4'-O-isopropylidene-6'-O-(4-toluoyl)-β-D-psicofuranosyl]-6-iodouracil

There total 5 articles about 1-[1'-O-(t-butyldimethylsilyl)-3',4'-O-isopropylidene-6'-O-(4-toluoyl)-β-D-psicofuranosyl]-6-iodouracil 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:

: 1039097-58-9
1-[3',4'-O-isopropylidene-6'-O-(4-toluoyl)-β-D-psicofuranosyl]-6-iodouracil

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1039097-61-4
1-[1'-O-(t-butyldimethylsilyl)-3',4'-O-isopropylidene-6'-O-(4-toluoyl)-β-D-psicofuranosyl]-6-iodouracil

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; at 20 ℃;

Reference yield:

: 873957-41-6
1-[3',4'-O-isopropylidene-6'-O-(4-toluoyl)-β-D-psicofuranosyl]uracil

: 1039097-61-4
1-[1'-O-(t-butyldimethylsilyl)-3',4'-O-isopropylidene-6'-O-(4-toluoyl)-β-D-psicofuranosyl]-6-iodouracil

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C

1.2: 5 h / -78 °C

1.3: 20 °C

2.1: 1H-imidazole / dmap / dichloromethane / 20 °C

With 1H-imidazole; lithium diisopropyl amide; dmap; In tetrahydrofuran; dichloromethane;

Reference yield:

: 34626-95-4
1,2:3,4-di-O-isopropylidene-β-D-psicofuranose

: 1039097-61-4
1-[1'-O-(t-butyldimethylsilyl)-3',4'-O-isopropylidene-6'-O-(4-toluoyl)-β-D-psicofuranosyl]-6-iodouracil

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / dmap / dichloromethane / 0 - 20 °C

2.1: chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane / 4 h / 120 °C

2.2: 0 - 20 °C

2.3: 0.5 h

3.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C

3.2: 5 h / -78 °C

3.3: 20 °C

4.1: 1H-imidazole / dmap / dichloromethane / 20 °C

With 1H-imidazole; chloro-trimethyl-silane; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; lithium diisopropyl amide; dmap; In tetrahydrofuran; dichloromethane;