9-(2-deoxy-3,5-di-O-benzoyl-2-fluoro-4-thio-α,β-D-arabino-pentofuranosyl)-2,6-diaminopurine

Base Information

Chemical Name:9-(2-deoxy-3,5-di-O-benzoyl-2-fluoro-4-thio-α,β-D-arabino-pentofuranosyl)-2,6-diaminopurine
CAS No.:248601-55-0
Molecular Formula:C₂₄H₂₁FN₆O₄S
Molecular Weight:508.533
Hs Code.:

Synonyms:9-(2-deoxy-3,5-di-O-benzoyl-2-fluoro-4-thio-α,β-D-arabino-pentofuranosyl)-2,6-diaminopurine

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Chemical Property of 9-(2-deoxy-3,5-di-O-benzoyl-2-fluoro-4-thio-α,β-D-arabino-pentofuranosyl)-2,6-diaminopurine

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Technology Process of 9-(2-deoxy-3,5-di-O-benzoyl-2-fluoro-4-thio-α,β-D-arabino-pentofuranosyl)-2,6-diaminopurine

There total 4 articles about 9-(2-deoxy-3,5-di-O-benzoyl-2-fluoro-4-thio-α,β-D-arabino-pentofuranosyl)-2,6-diaminopurine 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: 75.0%

: 1904-98-9
2,6-diaminopurine

: 197647-17-9
((2R,3S,4S)-3-(benzoyloxy)-5-bromo-4-fluorothiolan-2-yl)methyl benzoate

: 248601-55-0
9-(2-deoxy-3,5-di-O-benzoyl-2-fluoro-4-thio-α,β-D-arabino-pentofuranosyl)-2,6-diaminopurine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In acetonitrile; at 60 ℃;
DOI:10.1021/jo990958g

Reference yield:

: 221552-92-7
methyl 2-deoxy-3,5-di-O-benzoyl-2-fluoro-4-thio-α,β-D-arabino-pentofuranoside

: 248601-55-0
9-(2-deoxy-3,5-di-O-benzoyl-2-fluoro-4-thio-α,β-D-arabino-pentofuranosyl)-2,6-diaminopurine

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / acetic acid; sulfuric acid / 1 h / 20 °C

With sulfuric acid; acetic acid; 1: acetolysis / 2: glycosylation;
DOI:10.1021/jo990958g

Reference yield:

: 197647-16-8
1-O-acetyl-2-deoxy-3,5-di-O-benzoyl-2-fluoro-4-thio-α,β-D-arabino-pentofuranose

: 248601-55-0
9-(2-deoxy-3,5-di-O-benzoyl-2-fluoro-4-thio-α,β-D-arabino-pentofuranosyl)-2,6-diaminopurine

Guidance literature:: Multi-step reaction with 2 steps

1: HBr; acetic acid / CH₂Cl₂ / 0.33 h / 20 °C

2: 75 percent / trimethylsilyl triflate; molecular sieves 4A / acetonitrile / 60 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen bromide; acetic acid; In dichloromethane; acetonitrile; 1: Bromination / 2: glycosylation;
DOI:10.1021/jo990958g