methyl {2-O-[2-(difluoromethyl)-4-aminophenyl]-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-galacto-2-nonulopyranosid}onate

Base Information

Chemical Name:methyl {2-O-[2-(difluoromethyl)-4-aminophenyl]-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-galacto-2-nonulopyranosid}onate
CAS No.:873014-23-4
Molecular Formula:C₂₇H₃₄F₂N₂O₁₃
Molecular Weight:632.569
Hs Code.:

Synonyms:methyl {2-O-[2-(difluoromethyl)-4-aminophenyl]-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-galacto-2-nonulopyranosid}onate

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Chemical Property of methyl {2-O-[2-(difluoromethyl)-4-aminophenyl]-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-galacto-2-nonulopyranosid}onate

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Technology Process of methyl {2-O-[2-(difluoromethyl)-4-aminophenyl]-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-galacto-2-nonulopyranosid}onate

There total 4 articles about methyl {2-O-[2-(difluoromethyl)-4-aminophenyl]-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-galacto-2-nonulopyranosid}onate 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: 95.0%

: 864933-93-7
methyl {2-O-[2-(difluoromethyl)-4-nitrophenyl]-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid}onate

: 873014-23-4
methyl {2-O-[2-(difluoromethyl)-4-aminophenyl]-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-galacto-2-nonulopyranosid}onate

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol;
DOI:10.1002/anie.200501738

Reference yield:

: 864933-92-6
methyl [2-O-(2-formyl-4-nitrophenyl)-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-galacto-2-nonulopyranosid]onate

: 873014-23-4
methyl {2-O-[2-(difluoromethyl)-4-aminophenyl]-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-galacto-2-nonulopyranosid}onate

Guidance literature:: Multi-step reaction with 2 steps

1: 47 percent / (diethylamino)sulfur trifluoride / CH₂Cl₂

2: 95 percent / hydrogen / Pd/C / methanol

With diethylamino-sulfur trifluoride; hydrogen; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1002/anie.200501738

Reference yield:

: 132883-18-2
methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosyl chloride

: 873014-23-4
methyl {2-O-[2-(difluoromethyl)-4-aminophenyl]-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-galacto-2-nonulopyranosid}onate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.20 g / tetrabutylammonium bromide; Cs₂CO₃ / CHCl₃; H₂O / 12 h / 20 °C

2: 47 percent / (diethylamino)sulfur trifluoride / CH₂Cl₂

3: 95 percent / hydrogen / Pd/C / methanol

With diethylamino-sulfur trifluoride; tetrabutylammomium bromide; hydrogen; caesium carbonate; palladium on activated charcoal; In methanol; dichloromethane; chloroform; water;
DOI:10.1002/anie.200501738