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

Base Information

Chemical Name:p-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyloxy)cinnamic acid
CAS No.:114643-37-7
Molecular Formula:C₂₁H₂₃N₃O₁₀
Molecular Weight:477.428
Hs Code.:

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

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

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

There total 4 articles about p-(3,4,6-tri-O-acetyl-2-azido-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: 90.0%

: 114643-29-7
tert-butyl p-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyloxy)cinnamate

: 114643-37-7
p-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyloxy)cinnamic acid

Guidance literature:: With trifluoroacetic acid; for 0.666667h; 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

: 114643-37-7
p-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyloxy)cinnamic acid

Guidance literature:: Multi-step reaction with 4 steps

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

2: Et₄NCl

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

4: 90 percent / 90percent CF₃CO₂H / 0.67 h / Ambient temperature

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

Reference yield:

: 67817-37-2
3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl chloride

: 114643-37-7
p-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyloxy)cinnamic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 55 percent / dimethylformamide / 65 h / Ambient temperature

2: 90 percent / 90percent CF₃CO₂H / 0.67 h / Ambient temperature

With trifluoroacetic acid; In N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80249-5