4-methoxyphenyl 3,4,6-trihydroxy-2-deoxy-2-(trifluoroacetamido)-β-D-galactopyranoside

Base Information

• Chemical Name: 4-methoxyphenyl 3,4,6-trihydroxy-2-deoxy-2-(trifluoroacetamido)-β-D-galactopyranoside
• CAS No.: 1436409-65-2
• Molecular Formula: C₁₅H₁₈F₃NO₇
• Molecular Weight: 381.306

Synonyms:4-methoxyphenyl 3,4,6-trihydroxy-2-deoxy-2-(trifluoroacetamido)-β-D-galactopyranoside

Chemical Property of 4-methoxyphenyl 3,4,6-trihydroxy-2-deoxy-2-(trifluoroacetamido)-β-D-galactopyranoside

Chemical Property:

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Technology Process of 4-methoxyphenyl 3,4,6-trihydroxy-2-deoxy-2-(trifluoroacetamido)-β-D-galactopyranoside

There total 3 articles about 4-methoxyphenyl 3,4,6-trihydroxy-2-deoxy-2-(trifluoroacetamido)-β-D-galactopyranoside 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: 100.0%

4-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-β-D-galactopyranoside (1436409-64-1) → 4-methoxyphenyl 3,4,6-trihydroxy-2-deoxy-2-(trifluoroacetamido)-β-D-galactopyranoside (1436409-65-2)

Guidance literature:

4-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-β-D-galactopyranoside; With sodium methylate; In methanol; for 0.833333h;

In methanol; pH=7;

DOI:10.1039/c3ob40306h

Reference yield:

4-methoxy-phenol (150-76-5) → 4-methoxyphenyl 3,4,6-trihydroxy-2-deoxy-2-(trifluoroacetamido)-β-D-galactopyranoside (1436409-65-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 0 °C

2.1: sodium methylate / methanol / 0.83 h

2.2: amberlite IR-120 (H⁺) resin / pH 7

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; In methanol; dichloromethane;

DOI:10.1039/c3ob40306h

Reference yield:

(3R,4R,5R,6R)-6-(acetoxymethyl)-3-(2,2,2-trifluoroacetamido)tetrahydro-2H-pyran-2,4,5-triyl triacetate → 4-methoxyphenyl 3,4,6-trihydroxy-2-deoxy-2-(trifluoroacetamido)-β-D-galactopyranoside (1436409-65-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 0 °C

2.1: sodium methylate / methanol / 0.83 h

2.2: amberlite IR-120 (H⁺) resin / pH 7

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; In methanol; dichloromethane;

DOI:10.1039/c3ob40306h

upstream raw materials:

4-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-β-D-galactopyranoside

4-methoxy-phenol

Downstream raw materials:

4-methoxyphenyl 3-O-(benzyl 2-O-benzoyl-3-O-benzyl-4-olevulinoyl-β-D-glucopyranosyluronate)-4,6-O-di-tert-butylsilylene-2-deoxy-2-trifluoroacetamido-β-D-galactopyranoside

4-methoxyphenyl 3-O-(methyl 3-O-benzyl-2,4-di-O-levulinoyl-α-L-idopyranosyluronate)-4,6-O-di-tert-butylsilylene-2-deoxy-2-trifluoroacetamido-β-D-galactopyranoside

C₃₉H₄₆F₃NO₁₇

4-methoxyphenyl 3-O-(methyl 3-O-benzyl-2,4-di-O-levulinoyl-α-L-idopyranosyluronate)-4,6-di-O-acetyl-2-deoxy-2-trifluoroacetamido-β-D-galactopyranoside

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