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

Base Information

Chemical Name:((2R,3S,4S)-3-(benzoyloxy)-5-bromo-4-fluorothiolan-2-yl)methyl benzoate
CAS No.:197647-17-9
Molecular Formula:C₁₉H₁₆BrFO₄S
Molecular Weight:439.302
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ((2R,3S,4S)-3-(benzoyloxy)-5-bromo-4-fluorothiolan-2-yl)methyl benzoate

Chemical Property:

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Technology Process of ((2R,3S,4S)-3-(benzoyloxy)-5-bromo-4-fluorothiolan-2-yl)methyl benzoate

There total 5 articles about ((2R,3S,4S)-3-(benzoyloxy)-5-bromo-4-fluorothiolan-2-yl)methyl benzoate 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:

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

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

Guidance literature:: With hydrogen bromide; acetic acid; In dichloromethane; at 20 ℃; for 0.333333h;
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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With sulfuric acid; hydrogen bromide; acetic acid; In dichloromethane; 1: acetolysis / 2: Bromination;
DOI:10.1021/jo990958g

Reference yield:

: (3S,4R)-1-(benzoyloxy)-2-bromo-4-fluoro-5-(methoxyimino)pentan-3-yl benzoate

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

Guidance literature:: Multi-step reaction with 3 steps

1.1: Glyoxilic acid / water; tetrahydrofuran / 12 h / 56 °C

1.2: 5 h / 0 - 10 °C

2.1: triethylamine / tetrahydrofuran / 1 h / 10 - 20 °C

3.1: hydrogen bromide / dichloromethane; acetic acid / 3 h / 5 - 7 °C / Inert atmosphere; Cooling with ice

With hydrogen bromide; triethylamine; Glyoxilic acid; In tetrahydrofuran; dichloromethane; water; acetic acid;