4-chlorophenyl 4,6-O-benzylidene-2-deoxy-2-fluoro-1-thio-α-D-glucopyranoside

Base Information

Chemical Name:4-chlorophenyl 4,6-O-benzylidene-2-deoxy-2-fluoro-1-thio-α-D-glucopyranoside
CAS No.:309758-76-7
Molecular Formula:C₁₉H₁₈ClFO₄S
Molecular Weight:396.867
Hs Code.:

Synonyms:4-chlorophenyl 4,6-O-benzylidene-2-deoxy-2-fluoro-1-thio-α-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-chlorophenyl 4,6-O-benzylidene-2-deoxy-2-fluoro-1-thio-α-D-glucopyranoside

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Technology Process of 4-chlorophenyl 4,6-O-benzylidene-2-deoxy-2-fluoro-1-thio-α-D-glucopyranoside

There total 4 articles about 4-chlorophenyl 4,6-O-benzylidene-2-deoxy-2-fluoro-1-thio-α-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: 75.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 309758-74-5
4-chlorophenyl 2-deoxy-2-fluoro-1-thio-α-D-glucopyranoside

: 309758-76-7
4-chlorophenyl 4,6-O-benzylidene-2-deoxy-2-fluoro-1-thio-α-D-glucopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In acetonitrile; at 20 ℃;
DOI:10.1021/ol006529i

Reference yield:

: 31077-89-1
1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranose

: 309758-76-7
4-chlorophenyl 4,6-O-benzylidene-2-deoxy-2-fluoro-1-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 67 percent / BF₃*Et₂O / CH₂Cl₂ / 72 h / 20 °C

2: 100 percent / NaOMe / methanol / 20 °C

3: 75 percent / p-toluenesulfonic acid monohydrate / acetonitrile / 20 °C

With boron trifluoride diethyl etherate; sodium methylate; toluene-4-sulfonic acid; In methanol; dichloromethane; acetonitrile; 1: Substitution / 2: Deacetylation / 3: Substitution;
DOI:10.1021/ol006529i

Reference yield:

: 106-54-7
p-Chlorothiophenol

: 309758-76-7
4-chlorophenyl 4,6-O-benzylidene-2-deoxy-2-fluoro-1-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 67 percent / BF₃*Et₂O / CH₂Cl₂ / 72 h / 20 °C

2: 100 percent / NaOMe / methanol / 20 °C

3: 75 percent / p-toluenesulfonic acid monohydrate / acetonitrile / 20 °C

With boron trifluoride diethyl etherate; sodium methylate; toluene-4-sulfonic acid; In methanol; dichloromethane; acetonitrile; 1: Substitution / 2: Deacetylation / 3: Substitution;
DOI:10.1021/ol006529i