9-(3-O-benzyl-5-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-4-thio-α(and β)-D-arabino-pentofuranosyl)-2,6-dichloropurine

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Chemical Name:9-(3-O-benzyl-5-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-4-thio-α(and β)-D-arabino-pentofuranosyl)-2,6-dichloropurine
CAS No.:197648-56-9
Molecular Formula:C₃₃H₃₃Cl₂FN₄O₂SSi
Molecular Weight:667.707
Hs Code.:

Synonyms:9-(3-O-benzyl-5-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-4-thio-α(and β)-D-arabino-pentofuranosyl)-2,6-dichloropurine

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Chemical Property of 9-(3-O-benzyl-5-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-4-thio-α(and β)-D-arabino-pentofuranosyl)-2,6-dichloropurine

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Technology Process of 9-(3-O-benzyl-5-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-4-thio-α(and β)-D-arabino-pentofuranosyl)-2,6-dichloropurine

There total 1 articles about 9-(3-O-benzyl-5-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-4-thio-α(and β)-D-arabino-pentofuranosyl)-2,6-dichloropurine 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: 68.0%

: 5451-40-1
2,6 dichloropurine

: 189748-60-5
Acetic acid (3S,4S,5R)-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-tetrahydro-thiophen-2-yl ester

: 197648-56-9
9-(3-O-benzyl-5-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-4-thio-α(and β)-D-arabino-pentofuranosyl)-2,6-dichloropurine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 60 ℃; for 5h;
DOI:10.1016/S0968-0896(00)00065-1

Reference yield: 59.0%

: 197648-56-9
9-(3-O-benzyl-5-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-4-thio-α(and β)-D-arabino-pentofuranosyl)-2,6-dichloropurine

: 197648-57-0
9-(5-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-4-thio-α-D-arabino-pentofuranosyl)-2,6-dichloropurine

: 197648-58-1
9-(5-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-4-thio-β-D-arabino-pentofuranosyl)-2,6-dichloropurine

Guidance literature:: With boron trichloride; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1016/S0968-0896(00)00065-1

Reference yield:

: 197648-56-9
9-(3-O-benzyl-5-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-4-thio-α(and β)-D-arabino-pentofuranosyl)-2,6-dichloropurine

: (2R,3S,4S,5S)-5-(6-Amino-2-chloro-purin-9-yl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-fluoro-tetrahydro-thiophen-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 59 percent / BCl₃ / CH₂Cl₂ / 0.5 h / 20 °C

2: NH₃ / ethanol / 7 h / 80 °C

With ammonia; boron trichloride; In ethanol; dichloromethane; 1: debenzylation / 2: Substitution;
DOI:10.1016/S0968-0896(00)00065-1