3-[3-(tri-O-benzyl-α-L-fucopyranosyl)-1-propyloxy]-5-methoxycarbonylphenoxyacetic acid

Base Information

• Chemical Name: 3-[3-(tri-O-benzyl-α-L-fucopyranosyl)-1-propyloxy]-5-methoxycarbonylphenoxyacetic acid
• CAS No.: 206053-87-4
• Molecular Formula: C₄₀H₄₄O₁₀
• Molecular Weight: 684.783

Synonyms:3-[3-(tri-O-benzyl-α-L-fucopyranosyl)-1-propyloxy]-5-methoxycarbonylphenoxyacetic acid

Chemical Property of 3-[3-(tri-O-benzyl-α-L-fucopyranosyl)-1-propyloxy]-5-methoxycarbonylphenoxyacetic acid

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Technology Process of 3-[3-(tri-O-benzyl-α-L-fucopyranosyl)-1-propyloxy]-5-methoxycarbonylphenoxyacetic acid

There total 3 articles about 3-[3-(tri-O-benzyl-α-L-fucopyranosyl)-1-propyloxy]-5-methoxycarbonylphenoxyacetic 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: 58.0%

3-[3-(tri-O-benzyl-α-L-fucopyranosyl)-1-propyloxy]-5-methoxycarbonylphenoxyacetic acid tert-butyl ester (206053-76-1) → 3-[3-(tri-O-benzyl-α-L-fucopyranosyl)-1-propyloxy]-5-methoxycarbonylphenoxyacetic acid (206053-87-4)

Guidance literature:

With sodium hydroxide; In methanol; water; at 0 ℃; for 12h;

DOI:10.1016/S0040-4020(98)00105-7

Reference yield:

1-carbomethoxy-3,5-dihydroxybenzene (2150-44-9) → 3-[3-(tri-O-benzyl-α-L-fucopyranosyl)-1-propyloxy]-5-methoxycarbonylphenoxyacetic acid (206053-87-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / K₂CO₃ / dimethylformamide

2: 98 percent / K₂CO₃ / dimethylformamide / 1.) 20 deg C, 12 h, 2.) 60 deg C, 7 h

3: 58 percent / 1N NaOH / methanol; H₂O / 12 h / 0 °C

With sodium hydroxide; potassium carbonate; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(98)00105-7

Reference yield:

methyl 3-(2-tert-butoxy-2-oxoethoxy)-5-hydroxybenzoate (206053-75-0) → 3-[3-(tri-O-benzyl-α-L-fucopyranosyl)-1-propyloxy]-5-methoxycarbonylphenoxyacetic acid (206053-87-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / K₂CO₃ / dimethylformamide / 1.) 20 deg C, 12 h, 2.) 60 deg C, 7 h

2: 58 percent / 1N NaOH / methanol; H₂O / 12 h / 0 °C

With sodium hydroxide; potassium carbonate; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(98)00105-7

upstream raw materials:

3-[3-(tri-O-benzyl-α-L-fucopyranosyl)-1-propyloxy]-5-methoxycarbonylphenoxyacetic acid tert-butyl ester

1-carbomethoxy-3,5-dihydroxybenzene

methyl 3-(2-tert-butoxy-2-oxoethoxy)-5-hydroxybenzoate

Downstream raw materials:

{3-(2-Hydroxy-ethylcarbamoyl)-5-[3-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-propoxy]-phenoxy}-acetic acid

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