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

Base Information

• Chemical Name: 3-[3-(tri-O-benzyl-α-L-fucopyranosyl)-1-propyloxy]-5-methoxycarbonylphenoxyacetic acid tert-butyl ester
• CAS No.: 206053-76-1
• Molecular Formula: C₄₄H₅₂O₁₀
• Molecular Weight: 740.891

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

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

Chemical Property:

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

There total 3 articles about 3-[3-(tri-O-benzyl-α-L-fucopyranosyl)-1-propyloxy]-5-methoxycarbonylphenoxyacetic acid tert-butyl ester 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: 98.0%

3-(tri-O-benzyl-α-L-fucopyranosyl)-1-propyl bromide (181629-30-1) + 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 tert-butyl ester (206053-76-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; 1.) 20 deg C, 12 h, 2.) 60 deg C, 7 h;

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

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → 3-[3-(tri-O-benzyl-α-L-fucopyranosyl)-1-propyloxy]-5-methoxycarbonylphenoxyacetic acid tert-butyl ester (206053-76-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / K₂CO₃ / dimethylformamide

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

With potassium carbonate; In N,N-dimethyl-formamide;

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 tert-butyl ester (206053-76-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / K₂CO₃ / dimethylformamide

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

With potassium carbonate; In N,N-dimethyl-formamide;

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

upstream raw materials:

3-(tri-O-benzyl-α-L-fucopyranosyl)-1-propyl bromide

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

bromoacetic acid tert-butyl ester

1-carbomethoxy-3,5-dihydroxybenzene

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

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

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