9-[5-O-(tert-butyldiphenylsilyl)-3-deoxy-2-Se-phenyl-2-seleno-β-L-erythro-pentofuranosyl]hypoxanthine

Base Information

Chemical Name:9-[5-O-(tert-butyldiphenylsilyl)-3-deoxy-2-Se-phenyl-2-seleno-β-L-erythro-pentofuranosyl]hypoxanthine
CAS No.:259256-56-9
Molecular Formula:C₃₂H₃₄N₄O₃SeSi
Molecular Weight:629.692
Hs Code.:

Synonyms:9-[5-O-(tert-butyldiphenylsilyl)-3-deoxy-2-Se-phenyl-2-seleno-β-L-erythro-pentofuranosyl]hypoxanthine

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Chemical Property of 9-[5-O-(tert-butyldiphenylsilyl)-3-deoxy-2-Se-phenyl-2-seleno-β-L-erythro-pentofuranosyl]hypoxanthine

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Technology Process of 9-[5-O-(tert-butyldiphenylsilyl)-3-deoxy-2-Se-phenyl-2-seleno-β-L-erythro-pentofuranosyl]hypoxanthine

There total 14 articles about 9-[5-O-(tert-butyldiphenylsilyl)-3-deoxy-2-Se-phenyl-2-seleno-β-L-erythro-pentofuranosyl]hypoxanthine 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: 96.0%

: 259256-53-6
9-[5-O-(tert-butyldiphenylsilyl)-3-deoxy-2-Se-phenyl-2-seleno-β-L-erythro-pentofuranosyl]-6-chloro-9H-purine

: 259256-56-9
9-[(2S,3S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-phenylselanyl-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

Guidance literature:: With sodium methylate; 2-hydroxyethanethiol; In methanol; Heating;
DOI:10.1016/0960-894X(96)00293-4

Reference yield: 95.5%

: 259256-53-6
9-[5-O-(tert-butyldiphenylsilyl)-3-deoxy-2-Se-phenyl-2-seleno-β-L-erythro-pentofuranosyl]-6-chloro-9H-purine

: 259256-56-9
9-[5-O-(tert-butyldiphenylsilyl)-3-deoxy-2-Se-phenyl-2-seleno-β-L-erythro-pentofuranosyl]hypoxanthine

Guidance literature:: With mercaptoethyl alcohol; sodium methylate; In methanol; for 4h; Heating;
DOI:10.1080/07328319908044642

Reference yield:

: (R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-trimethylsilanyloxy-2,3-dihydro-furan

: 259256-56-9
9-[(2S,3S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-phenylselanyl-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / -78 °C

2: DIBAL-H / tetrahydrofuran / -78 °C

3: DMAP / CH₂Cl₂ / 0 °C

4: 73 percent / TMSOTf / 1,2-dichloro-ethane / -22 °C

5: 96 percent / HSC₂H₄OH, NaOMe / methanol / Heating

With dmap; trimethylsilyl trifluoromethanesulfonate; sodium methylate; diisobutylaluminium hydride; 2-hydroxyethanethiol; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/0960-894X(96)00293-4