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

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Chemical Name:9-(5-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-4-thio-β-D-arabino-pentofuranosyl)-2,6-dichloropurine
CAS No.:197648-58-1
Molecular Formula:C₂₆H₂₇Cl₂FN₄O₂SSi
Molecular Weight:577.582
Hs Code.:

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

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

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

There total 3 articles about 9-(5-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-4-thio-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: 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:

: 5451-40-1
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:: Multi-step reaction with 2 steps

1: 68 percent / TMSOTf; 4A MS / acetonitrile / 5 h / 60 °C

2: 39 percent / BCl₃ / CH₂Cl₂ / 0.5 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; boron trichloride; In dichloromethane; acetonitrile; 1: glycosylation / 2: debenzylation;
DOI:10.1016/S0968-0896(00)00065-1

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / TMSOTf; 4A MS / acetonitrile / 5 h / 60 °C

2: 39 percent / BCl₃ / CH₂Cl₂ / 0.5 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; boron trichloride; In dichloromethane; acetonitrile; 1: glycosylation / 2: debenzylation;
DOI:10.1016/S0968-0896(00)00065-1