p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyloxy)cinnamic acid

Base Information

Chemical Name:p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyloxy)cinnamic acid
CAS No.:114643-39-9
Molecular Formula:C₂₃H₂₇NO₁₁
Molecular Weight:493.467
Hs Code.:

Synonyms:p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyloxy)cinnamic acid

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Chemical Property of p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyloxy)cinnamic acid

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Technology Process of p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyloxy)cinnamic acid

There total 5 articles about p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyloxy)cinnamic 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: 78.0%

: 114643-38-8
tert-butyl p-(2-acetamido-3,4,6-tri-O-acetyl-α-D-galactopyranosyloxy)cinnamate

: 114643-39-9
p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyloxy)cinnamic acid

Guidance literature:: With trifluoroacetic acid; for 1h; Ambient temperature;
DOI:10.1016/0008-6215(87)80249-5

Reference yield:

: 67817-30-5
1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranose

: 114643-39-9
p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyloxy)cinnamic acid

Guidance literature:: Multi-step reaction with 6 steps

1: HBr / CH₂Cl₂; acetic anhydride; acetic acid / 1 h / 0 °C

2: Et₄NCl

3: 55 percent / dimethylformamide / 65 h / Ambient temperature

4: quinoline, H₂ / 5percent Pd-BaSO₄ / methanol

5: pyridine

6: 78 percent / 90percent CF₃CO₂H / 1 h / Ambient temperature

With pyridine; quinoline; tetraethylammonium chloride; hydrogen bromide; hydrogen; trifluoroacetic acid; palladium on barium sulfate; In methanol; dichloromethane; acetic anhydride; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80249-5

Reference yield:

: 67673-39-6
3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide

: 114643-39-9
p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyloxy)cinnamic acid

Guidance literature:: Multi-step reaction with 5 steps

1: Et₄NCl

2: 55 percent / dimethylformamide / 65 h / Ambient temperature

3: quinoline, H₂ / 5percent Pd-BaSO₄ / methanol

4: pyridine

5: 78 percent / 90percent CF₃CO₂H / 1 h / Ambient temperature

With pyridine; quinoline; tetraethylammonium chloride; hydrogen; trifluoroacetic acid; palladium on barium sulfate; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80249-5