4-methoxyphenyl 6-O-benzyl-2-deoxy-3-O-pivaloyl-2-trichloroacetamido-β-D-glucopyranoside

Base Information

• Chemical Name: 4-methoxyphenyl 6-O-benzyl-2-deoxy-3-O-pivaloyl-2-trichloroacetamido-β-D-glucopyranoside
• CAS No.: 445397-54-6
• Molecular Formula: C₂₇H₃₂Cl₃NO₈
• Molecular Weight: 604.912

Synonyms:4-methoxyphenyl 6-O-benzyl-2-deoxy-3-O-pivaloyl-2-trichloroacetamido-β-D-glucopyranoside

Chemical Property of 4-methoxyphenyl 6-O-benzyl-2-deoxy-3-O-pivaloyl-2-trichloroacetamido-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of 4-methoxyphenyl 6-O-benzyl-2-deoxy-3-O-pivaloyl-2-trichloroacetamido-β-D-glucopyranoside

There total 3 articles about 4-methoxyphenyl 6-O-benzyl-2-deoxy-3-O-pivaloyl-2-trichloroacetamido-β-D-glucopyranoside 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: 91.0%

4-methoxyphenyl 4,6-O-benzylidene-2-deoxy-3-O-pivaloyl-2-trichloroacetamido-β-D-glucopyranoside (445397-53-5) → 4-methoxyphenyl 6-O-benzyl-2-deoxy-3-O-pivaloyl-2-trichloroacetamido-β-D-glucopyranoside (445397-54-6)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1016/S0008-6215(02)00060-5

Reference yield:

pivaloyl chloride (3282-30-2) → 4-methoxyphenyl 6-O-benzyl-2-deoxy-3-O-pivaloyl-2-trichloroacetamido-β-D-glucopyranoside (445397-54-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / DMAP / pyridine; CH₂Cl₂ / 20 °C

2: 91 percent / TFA; triethylsilane / CH₂Cl₂ / 3 h / 0 - 20 °C

With triethylsilane; dmap; trifluoroacetic acid; In pyridine; dichloromethane;

DOI:10.1016/S0008-6215(02)00060-5

Reference yield:

4-methoxyphenyl 4,6-O-benzylidene-2-deoxy-2-trochloroacetamido-β-D-glucopyranoside → 4-methoxyphenyl 6-O-benzyl-2-deoxy-3-O-pivaloyl-2-trichloroacetamido-β-D-glucopyranoside (445397-54-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / DMAP / pyridine; CH₂Cl₂ / 20 °C

2: 91 percent / TFA; triethylsilane / CH₂Cl₂ / 3 h / 0 - 20 °C

With triethylsilane; dmap; trifluoroacetic acid; In pyridine; dichloromethane;

DOI:10.1016/S0008-6215(02)00060-5

upstream raw materials:

4-methoxyphenyl 4,6-O-benzylidene-2-deoxy-3-O-pivaloyl-2-trichloroacetamido-β-D-glucopyranoside

pivaloyl chloride

Downstream raw materials:

4-methoxyphenyl 6-O-benzyl-2-deoxy-4-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside

4-methoxyphenyl 6-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

methyl (methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosyluronate)-(1->3)-4-O-acetyl-6-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

methyl (methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosyluronate)-(1->3)-6-O-benzyl-2-deoxy-4-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside

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