4-fluorophenol 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:4-fluorophenol 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
CAS No.:1450810-10-2
Molecular Formula:C₂₆H₂₄FNO₉S
Molecular Weight:545.542
Hs Code.:

Synonyms:4-fluorophenol 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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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 4-fluorophenol 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Technology Process of 4-fluorophenol 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

There total 1 articles about 4-fluorophenol 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 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%

: 10022-13-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose

: 371-42-6
4-Fluorothiophenol

: 1450810-10-2
4-fluorophenol 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ol402034g

Reference yield:

: 1450810-10-2
4-fluorophenol 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: C₂₀H₁₈FNO₆S

Guidance literature:: With hydrogenchloride; In methanol; diethyl ether; at 20 ℃; for 12h;
DOI:10.1021/ol402034g

Reference yield:

: 1450810-10-2
4-fluorophenol 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: acetic acid 2-benzyloxymethyl-3-[4,5-diacetoxy-6-acetoxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-2-yloxy]-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-trifluoromethanesulfonyloxy-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: tetrabutylammonium trifluoromethylsulfonate / dichloromethane / 1.33 h / -80 °C / Electrolysis

2: dichloromethane / 1 h / -80 - -50 °C / Inert atmosphere

3: tetrabutylammonium trifluoromethylsulfonate / dichloromethane / 1.33 h / -80 °C / Electrolysis

With tetrabutylammonium trifluoromethylsulfonate; In dichloromethane;
DOI:10.1021/acs.orglett.5b00406