phenyl 3-deoxy-3-fluoro-2,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:phenyl 3-deoxy-3-fluoro-2,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside
CAS No.:1186196-21-3
Molecular Formula:C₁₈H₂₁FO₇S
Molecular Weight:400.425
Hs Code.:

Synonyms:phenyl 3-deoxy-3-fluoro-2,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

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Chemical Property of phenyl 3-deoxy-3-fluoro-2,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

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Technology Process of phenyl 3-deoxy-3-fluoro-2,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

There total 3 articles about phenyl 3-deoxy-3-fluoro-2,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside 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: 79.0%

: 108-98-5
thiophenol

: 89185-92-2
2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-α-D-galactopyranosil bromide

: 1186196-21-3
phenyl 3-deoxy-3-fluoro-2,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

Guidance literature:: With tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; In water; ethyl acetate; at 20 ℃; for 15h;
DOI:10.1002/chem.202101752

Reference yield:

: 108-98-5
thiophenol

: 188472-96-0
1,2,4,6-tetra-O-acetyl-3-deoxy-3-fluoro-α,β-D-galactopyranose

: 1186196-21-3
phenyl 3-deoxy-3-fluoro-2,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

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

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; optical yield given as %de; Inert atmosphere;
DOI:10.1016/j.bmcl.2009.06.005

Reference yield:

: 188472-96-0
1,2,4,6-tetra-O-acetyl-3-deoxy-3-fluoro-α,β-D-galactopyranose

: 1186196-21-3
phenyl 3-deoxy-3-fluoro-2,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: acetic anhydride; acetic acid; hydrogen bromide / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

2: tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate / water; ethyl acetate / 15 h / 20 °C

With hydrogen bromide; tetra(n-butyl)ammonium hydrogensulfate; acetic anhydride; sodium carbonate; acetic acid; In dichloromethane; water; ethyl acetate;
DOI:10.1002/chem.202101752