2-(4-allyloxyphenyl)ethyl 2,3-di-O-chloroacetyl-4,6-O-benzylidene-β-D-glucopyranoside

Base Information

Chemical Name:2-(4-allyloxyphenyl)ethyl 2,3-di-O-chloroacetyl-4,6-O-benzylidene-β-D-glucopyranoside
CAS No.:190123-17-2
Molecular Formula:C₂₈H₃₀Cl₂O₉
Molecular Weight:581.447
Hs Code.:

Synonyms:2-(4-allyloxyphenyl)ethyl 2,3-di-O-chloroacetyl-4,6-O-benzylidene-β-D-glucopyranoside

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Chemical Property of 2-(4-allyloxyphenyl)ethyl 2,3-di-O-chloroacetyl-4,6-O-benzylidene-β-D-glucopyranoside

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Technology Process of 2-(4-allyloxyphenyl)ethyl 2,3-di-O-chloroacetyl-4,6-O-benzylidene-β-D-glucopyranoside

There total 6 articles about 2-(4-allyloxyphenyl)ethyl 2,3-di-O-chloroacetyl-4,6-O-benzylidene-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: 85.5%

: 79-04-9
chloroacetyl chloride

: 190123-12-7
2-(4-allyloxyphenyl)ethyl 4,6-O-benzylidene-β-D-glucopyranoside

: 190123-17-2
2-(4-allyloxyphenyl)ethyl 2,3-di-O-chloroacetyl-4,6-O-benzylidene-β-D-glucopyranoside

Guidance literature:: In pyridine; dichloromethane; for 2h; Ambient temperature;
DOI:10.1016/S0008-6215(97)00032-3

Reference yield:

: 106-41-2
4-bromo-phenol

: 190123-17-2
2-(4-allyloxyphenyl)ethyl 2,3-di-O-chloroacetyl-4,6-O-benzylidene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 88.8 percent / K₂CO₃ / acetone / 4 h / Heating

2: 1.) Mg / 1.) Et₂O, THF, 5 deg C, 2.) Et₂O, THF, rt, 2 h

3: Ag₂CO₃ / benzene; nitromethane / 10 h / Ambient temperature

4: 21.0 g / NaOMe / methanol / 1 h

5: 81.3 percent / HC(OEt)3, p-TsOH*H₂O / tetrahydrofuran / 5 h / Heating

6: 85.5 percent / pyridine; CH₂Cl₂ / 2 h / Ambient temperature

With sodium methylate; potassium carbonate; toluene-4-sulfonic acid; magnesium; orthoformic acid triethyl ester; silver carbonate; In tetrahydrofuran; pyridine; methanol; nitromethane; dichloromethane; acetone; benzene;
DOI:10.1016/S0008-6215(97)00032-3

Reference yield:

: 25244-30-8
4-(allyloxy)bromobenzene

: 190123-17-2
2-(4-allyloxyphenyl)ethyl 2,3-di-O-chloroacetyl-4,6-O-benzylidene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Mg / 1.) Et₂O, THF, 5 deg C, 2.) Et₂O, THF, rt, 2 h

2: Ag₂CO₃ / benzene; nitromethane / 10 h / Ambient temperature

3: 21.0 g / NaOMe / methanol / 1 h

4: 81.3 percent / HC(OEt)3, p-TsOH*H₂O / tetrahydrofuran / 5 h / Heating

5: 85.5 percent / pyridine; CH₂Cl₂ / 2 h / Ambient temperature

With sodium methylate; toluene-4-sulfonic acid; magnesium; orthoformic acid triethyl ester; silver carbonate; In tetrahydrofuran; pyridine; methanol; nitromethane; dichloromethane; benzene;
DOI:10.1016/S0008-6215(97)00032-3