methyl 2,3,4-tri-O-acetyl-(2'-(4''-fluorophenyl)-3'-(N-imidocarbonyloxy)-1'-(E)-propenyloxy)-β-D-glucopyranosiduronate

Base Information

Chemical Name:methyl 2,3,4-tri-O-acetyl-(2'-(4''-fluorophenyl)-3'-(N-imidocarbonyloxy)-1'-(E)-propenyloxy)-β-D-glucopyranosiduronate
CAS No.:676606-08-9
Molecular Formula:C₂₆H₂₇FN₂O₁₂
Molecular Weight:578.505
Hs Code.:

Synonyms:methyl 2,3,4-tri-O-acetyl-(2'-(4''-fluorophenyl)-3'-(N-imidocarbonyloxy)-1'-(E)-propenyloxy)-β-D-glucopyranosiduronate

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Chemical Property of methyl 2,3,4-tri-O-acetyl-(2'-(4''-fluorophenyl)-3'-(N-imidocarbonyloxy)-1'-(E)-propenyloxy)-β-D-glucopyranosiduronate

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Technology Process of methyl 2,3,4-tri-O-acetyl-(2'-(4''-fluorophenyl)-3'-(N-imidocarbonyloxy)-1'-(E)-propenyloxy)-β-D-glucopyranosiduronate

There total 4 articles about methyl 2,3,4-tri-O-acetyl-(2'-(4''-fluorophenyl)-3'-(N-imidocarbonyloxy)-1'-(E)-propenyloxy)-β-D-glucopyranosiduronate 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: 94.0%

: 530-62-1
1,1'-carbonyldiimidazole

: 676606-05-6
methyl 2,3,4-tri-O-acetyl-(2'-(4''-fluorophenyl)-3'-hydroxy-1'-(E)-propenyloxy)-β-D-glucopyranosiduronate

: 676606-08-9
methyl 2,3,4-tri-O-acetyl-(2'-(4''-fluorophenyl)-3'-(N-imidocarbonyloxy)-1'-(E)-propenyloxy)-β-D-glucopyranosiduronate

Guidance literature:: In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1016/j.bmc.2003.11.026

Reference yield:

: 676606-00-1
(Z)-2-(4'-nitrophenyl)-3-N,N-dimethylaminopropenal

: 676606-08-9
methyl 2,3,4-tri-O-acetyl-(2'-(4''-fluorophenyl)-3'-(N-imidocarbonyloxy)-1'-(E)-propenyloxy)-β-D-glucopyranosiduronate

Guidance literature:: Multi-step reaction with 3 steps

1: 60 percent / Ag₂O / acetonitrile / 3 h / 0 °C

2: 90 percent / NaBH₄; CeCl₃*7H₂O / methanol / 0.08 h

3: 94 percent / CH₂Cl₂ / 0.5 h / 20 °C

With sodium tetrahydroborate; cerium(III) chloride; silver(l) oxide; In methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.bmc.2003.11.026

Reference yield:

: 405-50-5
p-Fluorophenylacetic acid

: 676606-08-9
methyl 2,3,4-tri-O-acetyl-(2'-(4''-fluorophenyl)-3'-(N-imidocarbonyloxy)-1'-(E)-propenyloxy)-β-D-glucopyranosiduronate

Guidance literature:: Multi-step reaction with 5 steps

1.1: POCl₃ / 0.08 h / 0 °C

1.2: 68 percent / 0 - 70 °C

2.1: 77 percent / NaOH / ethanol / 3 h / Heating

3.1: 60 percent / Ag₂O / acetonitrile / 3 h / 0 °C

4.1: 90 percent / NaBH₄; CeCl₃*7H₂O / methanol / 0.08 h

5.1: 94 percent / CH₂Cl₂ / 0.5 h / 20 °C

With sodium hydroxide; sodium tetrahydroborate; cerium(III) chloride; silver(l) oxide; trichlorophosphate; In methanol; ethanol; dichloromethane; acetonitrile;
DOI:10.1016/j.bmc.2003.11.026