2'-(O-tert-butyldimethylsilyl)-3'-α-(N-benzyl methylenesulfonamido)-3'-deoxy-uridine

Base Information

Chemical Name:2'-(O-tert-butyldimethylsilyl)-3'-α-(N-benzyl methylenesulfonamido)-3'-deoxy-uridine
CAS No.:808148-15-4
Molecular Formula:C₂₃H₃₅N₃O₇SSi
Molecular Weight:525.698
Hs Code.:

Synonyms:2'-(O-tert-butyldimethylsilyl)-3'-α-(N-benzyl methylenesulfonamido)-3'-deoxy-uridine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2'-(O-tert-butyldimethylsilyl)-3'-α-(N-benzyl methylenesulfonamido)-3'-deoxy-uridine

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Technology Process of 2'-(O-tert-butyldimethylsilyl)-3'-α-(N-benzyl methylenesulfonamido)-3'-deoxy-uridine

There total 5 articles about 2'-(O-tert-butyldimethylsilyl)-3'-α-(N-benzyl methylenesulfonamido)-3'-deoxy-uridine 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: 90.0%

: 459425-76-4
2'-(O-tert-butyldimethylsilyl)-3'-(N-benzyl methylidenesulfonamido)-3'-deoxy-uridine

: 808148-15-4
2'-(O-tert-butyldimethylsilyl)-3'-α-(N-benzyl methylenesulfonamido)-3'-deoxy-uridine

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 0 ℃; for 2h;
DOI:10.1016/j.tetlet.2004.09.118

Reference yield:

: 3989-45-5
N-benzylmethanesulfonamide

: 808148-15-4
2'-(O-tert-butyldimethylsilyl)-3'-α-(N-benzyl methylenesulfonamido)-3'-deoxy-uridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: BuLi / tetrahydrofuran / 1 h / -30 °C

1.2: 71 percent / tetrahydrofuran / 5 h / -30 °C

2.1: 85 percent / thionyl diimidazole / tetrahydrofuran / 12 h / 20 °C

3.1: 96 percent / aq. TFA / 1.5 h / -20 °C

4.1: NaBH₄ / ethanol / 2 h / 0 °C

With sodium tetrahydroborate; n-butyllithium; thionyl diimidazole; trifluoroacetic acid; In tetrahydrofuran; ethanol;

Reference yield:

: 90813-54-0
2',5'-bis-O-tert-butyldimethylsilyl-3'-ketouridine

: 808148-15-4
2'-(O-tert-butyldimethylsilyl)-3'-α-(N-benzyl methylenesulfonamido)-3'-deoxy-uridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: BuLi / tetrahydrofuran / 1 h / -30 °C

1.2: 71 percent / tetrahydrofuran / 5 h / -30 °C

2.1: 85 percent / thionyl diimidazole / tetrahydrofuran / 12 h / 20 °C

3.1: 96 percent / aq. TFA / 1.5 h / -20 °C

4.1: NaBH₄ / ethanol / 2 h / 0 °C

With sodium tetrahydroborate; n-butyllithium; thionyl diimidazole; trifluoroacetic acid; In tetrahydrofuran; ethanol;