4-[3-(2,2-dichloroacetamido)phenyl]-1H-1,2,3-triazol-1-yl-2-(difluoromethyl)phenyl 5-acetoamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid

Base Information

Chemical Name:4-[3-(2,2-dichloroacetamido)phenyl]-1H-1,2,3-triazol-1-yl-2-(difluoromethyl)phenyl 5-acetoamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid
CAS No.:1374114-57-4
Molecular Formula:C₂₈H₂₉Cl₂F₂N₅O₁₀
Molecular Weight:704.469
Hs Code.:

4-[3-(2,2-dichloroacetamido)phenyl]-1H-1,2,3-triazol-1-yl-2-(difluoromethyl)phenyl 5-acetoamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid

Synonyms:4-[3-(2,2-dichloroacetamido)phenyl]-1H-1,2,3-triazol-1-yl-2-(difluoromethyl)phenyl 5-acetoamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid

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Chemical Property of 4-[3-(2,2-dichloroacetamido)phenyl]-1H-1,2,3-triazol-1-yl-2-(difluoromethyl)phenyl 5-acetoamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid

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Technology Process of 4-[3-(2,2-dichloroacetamido)phenyl]-1H-1,2,3-triazol-1-yl-2-(difluoromethyl)phenyl 5-acetoamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid

There total 5 articles about 4-[3-(2,2-dichloroacetamido)phenyl]-1H-1,2,3-triazol-1-yl-2-(difluoromethyl)phenyl 5-acetoamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid 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: 46.0%

: 524685-48-1
N-(3-ethynylphenyl)-2,2-dichloroacetamide

: 1374114-52-9
2-difluoromethyl-4-azidophenyl 5-acetoamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid

: 1374114-57-4
4-[3-(2,2-dichloroacetamido)phenyl]-1H-1,2,3-triazol-1-yl-2-(difluoromethyl)phenyl 5-acetoamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid

Guidance literature:: With copper(II) sulfate; sodium L-ascorbate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine; In water; dimethyl sulfoxide; for 18h;
DOI:10.1016/j.bmc.2012.02.001

Reference yield:

: 1374114-53-0
2-(1,3-dithian-2-yl)-4-nitrophenol

: 1374114-57-4
4-[3-(2,2-dichloroacetamido)phenyl]-1H-1,2,3-triazol-1-yl-2-(difluoromethyl)phenyl 5-acetoamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: acetic acid; zinc / 1 h / 20 °C

2.1: acetic acid; sodium nitrite / water / 2 h / 0 °C

2.2: 0.5 h / 0 - 20 °C

3.1: 36 h / 20 °C / Inert atmosphere; Neat (no solvent)

3.2: 24 h / 20 °C / Inert atmosphere

4.1: diethylamino-sulfur trifluoride / dichloromethane / 3 h / 20 °C / Inert atmosphere

5.1: sodium methylate / methanol / 2 h / 20 °C / Inert atmosphere

5.2: 20 °C / Inert atmosphere

6.1: sodium hydroxide / water / 1 h / 20 °C

6.2: 20 °C

7.1: copper(II) sulfate; sodium L-ascorbate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine / water; dimethyl sulfoxide / 18 h

With diethylamino-sulfur trifluoride; sodium methylate; copper(II) sulfate; acetic acid; sodium L-ascorbate; sodium hydroxide; zinc; sodium nitrite; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine; In methanol; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1016/j.bmc.2012.02.001

Reference yield:

: C₁₀H₁₃NOS₂

: 1374114-57-4
4-[3-(2,2-dichloroacetamido)phenyl]-1H-1,2,3-triazol-1-yl-2-(difluoromethyl)phenyl 5-acetoamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: acetic acid; sodium nitrite / water / 2 h / 0 °C

1.2: 0.5 h / 0 - 20 °C

2.1: 36 h / 20 °C / Inert atmosphere; Neat (no solvent)

2.2: 24 h / 20 °C / Inert atmosphere

3.1: diethylamino-sulfur trifluoride / dichloromethane / 3 h / 20 °C / Inert atmosphere

4.1: sodium methylate / methanol / 2 h / 20 °C / Inert atmosphere

4.2: 20 °C / Inert atmosphere

5.1: sodium hydroxide / water / 1 h / 20 °C

5.2: 20 °C

6.1: copper(II) sulfate; sodium L-ascorbate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine / water; dimethyl sulfoxide / 18 h

With diethylamino-sulfur trifluoride; sodium methylate; copper(II) sulfate; acetic acid; sodium L-ascorbate; sodium hydroxide; sodium nitrite; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine; In methanol; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1016/j.bmc.2012.02.001