benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(3,4,6-tri-O-benzyl-β-D-mannopyranosyl)-α-D-glucopyranoside

Base Information

• Chemical Name: benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(3,4,6-tri-O-benzyl-β-D-mannopyranosyl)-α-D-glucopyranoside
• CAS No.: 62867-68-9
• Molecular Formula: C₅₆H₆₁NO₁₁
• Molecular Weight: 924.1

Synonyms:benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(3,4,6-tri-O-benzyl-β-D-mannopyranosyl)-α-D-glucopyranoside

Chemical Property of benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(3,4,6-tri-O-benzyl-β-D-mannopyranosyl)-α-D-glucopyranoside

Chemical Property:

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Technology Process of benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(3,4,6-tri-O-benzyl-β-D-mannopyranosyl)-α-D-glucopyranoside

There total 2 articles about benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(3,4,6-tri-O-benzyl-β-D-mannopyranosyl)-α-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: 56.0%

N-[(2R,3R,4R,5S,6R)-2,4-Bis-benzyloxy-6-benzyloxymethyl-5-((2S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-oxo-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide (62867-67-8) → benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(3,4,6-tri-O-benzyl-β-D-mannopyranosyl)-α-D-glucopyranoside (62867-68-9)

Guidance literature:

With lithium tri-sec-isobutylborohydride; In tetrahydrofuran; at -78 ℃; for 5h;

Reference yield:

→ benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(3,4,6-tri-O-benzyl-β-D-mannopyranosyl)-α-D-glucopyranoside (62867-68-9)

Guidance literature:

Ulose 25, NaBH4;

DOI:10.1016/S0008-6215(00)85952-2

Reference yield:

benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(3,4,6-tri-O-benzyl-β-D-mannopyranosyl)-α-D-glucopyranoside (62867-68-9) → 2-acetamido-2-deoxy-4-O-(β-D-mannopyranosyl)-β-D-glucosamine (186765-90-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; acetic acid; for 23h; Ambient temperature;

upstream raw materials:

N-[(2R,3R,4R,5S,6R)-2,4-Bis-benzyloxy-6-benzyloxymethyl-5-((2S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-oxo-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

Downstream raw materials:

2-acetamido-2-deoxy-4-O-(β-D-mannopyranosyl)-β-D-glucosamine

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