1-[4-benzenesulfenyl-3-O-(tert-butyldimethylsilyl)-2-deoxy-α-L-threo-pentofuranosyl]thymine

Base Information

Chemical Name:1-[4-benzenesulfenyl-3-O-(tert-butyldimethylsilyl)-2-deoxy-α-L-threo-pentofuranosyl]thymine
CAS No.:1182869-38-0
Molecular Formula:C₂₂H₃₂N₂O₅SSi
Molecular Weight:464.658
Hs Code.:

Synonyms:1-[4-benzenesulfenyl-3-O-(tert-butyldimethylsilyl)-2-deoxy-α-L-threo-pentofuranosyl]thymine

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Chemical Property of 1-[4-benzenesulfenyl-3-O-(tert-butyldimethylsilyl)-2-deoxy-α-L-threo-pentofuranosyl]thymine

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Technology Process of 1-[4-benzenesulfenyl-3-O-(tert-butyldimethylsilyl)-2-deoxy-α-L-threo-pentofuranosyl]thymine

There total 6 articles about 1-[4-benzenesulfenyl-3-O-(tert-butyldimethylsilyl)-2-deoxy-α-L-threo-pentofuranosyl]thymine 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%

: 4551-15-9
phenylthiotrimethylsilane

: 4'-acetoxy-3',5'-bis-O-(tert-butyldimethylsilyl)thymidine

: 4'-benzenesulfenyl-3'-O-(tert-butyldimethylsilyl)thymidine

: 1182869-38-0
1-[4-benzenesulfenyl-3-O-(tert-butyldimethylsilyl)-2-deoxy-α-L-threo-pentofuranosyl]thymine

: 1182869-57-3
C₂₈H₄₆N₂O₅SSi₂

Guidance literature:: With tin(IV) chloride; In dichloromethane; at -78 - -30 ℃; for 1h; optical yield given as %de; Inert atmosphere;
DOI:10.1016/j.tet.2009.05.078

Reference yield:

: 1241784-88-2
C₂₂H₃₀N₂O₅SSi

: 1182869-38-0
1-[4-benzenesulfenyl-3-O-(tert-butyldimethylsilyl)-2-deoxy-α-L-threo-pentofuranosyl]thymine

Guidance literature:: With sodium tetrahydroborate; In methanol; at 20 ℃; for 0.5h;
DOI:10.1016/j.tet.2009.05.078

Reference yield:

: 131118-61-1
3'-tert-butyldimethylsilylthymidine 5'-carboxaldehyde

: 1182869-38-0
1-[4-benzenesulfenyl-3-O-(tert-butyldimethylsilyl)-2-deoxy-α-L-threo-pentofuranosyl]thymine

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 24 h / 20 °C

2: sodium tetrahydroborate / methanol / 0.5 h / 20 °C

With sodium tetrahydroborate; triethylamine; In methanol; dichloromethane;
DOI:10.1016/j.tet.2009.05.078