phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-1-thio-α-D-mannopyranoside uronate

Base Information

Chemical Name:phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-1-thio-α-D-mannopyranoside uronate
CAS No.:1320281-48-8
Molecular Formula:C₁₈H₂₁FO₇S
Molecular Weight:400.425
Hs Code.:

Synonyms:phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-1-thio-α-D-mannopyranoside uronate

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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 phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-1-thio-α-D-mannopyranoside uronate

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Technology Process of phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-1-thio-α-D-mannopyranoside uronate

There total 2 articles about phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-1-thio-α-D-mannopyranoside uronate 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: 73.0%

: 108-98-5
thiophenol

: 801291-55-4
3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α-D-mannopyranosyl bromide

: 1320281-48-8
phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-1-thio-α-D-mannopyranoside uronate

Guidance literature:: With tetrabutylammomium bromide; potassium hydroxide; In chloroform; water; at 20 ℃; Cooling with ice;
DOI:10.1021/acs.orglett.7b02886

Reference yield:

: 141395-49-5
[(2R,3R,4S,5S)-3,4,6-triacetoxy-5-fluoro-tetrahydropyran-2-yl]methyl acetate

: 1320281-48-8
phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-1-thio-α-D-mannopyranoside uronate

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogen bromide / dichloromethane; acetic acid / 5 h / 0 - 20 °C

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C

With hydrogen bromide; sodium hydride; In dichloromethane; acetic acid; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ol2016862