benzyl 2-acetamido-2-deoxy-3-O--β-D-glucopyranoside

Base Information

• Chemical Name: benzyl 2-acetamido-2-deoxy-3-O--β-D-glucopyranoside
• CAS No.: 19229-59-5
• Molecular Formula: C₁₉H₂₇NO₈
• Molecular Weight: 397.425
• Mol file: 19229-59-5.mol

Synonyms:benzyl 2-acetamido-2-deoxy-3-O--β-D-glucopyranoside

Chemical Property of benzyl 2-acetamido-2-deoxy-3-O--β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of benzyl 2-acetamido-2-deoxy-3-O--β-D-glucopyranoside

There total 3 articles about benzyl 2-acetamido-2-deoxy-3-O--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: 100.0%

methanol (67-56-1) + N-acetyl-O1-benzyl-O4,O6-(R)-benzylidene-β-muramic acid (2862-03-5,15008-41-0,19229-57-3,24909-40-8,24909-44-2,39595-56-7,73089-68-6,74842-55-0,76497-92-2,76498-01-6,87173-13-5,123284-69-5,130144-21-7,135213-91-1) → benzyl 2-acetamido-2-deoxy-3-O--β-D-glucopyranoside (19229-59-5)

Guidance literature:

With IRA H⁺ resin; at 60 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.bmcl.2010.08.056

Reference yield:

benzyl 2-acetamido-2-deoxy-4,6-O-isopropilidene-3-O--β-D-glucopyranoside (122089-21-8) → benzyl 2-acetamido-2-deoxy-3-O--β-D-glucopyranoside (19229-59-5)

Guidance literature:

With acetic acid; In water; at 45 ℃; for 1h; Yield given;

Reference yield:

benzyl 2-acetamido-3-O-(D-1-carboxylethyl)-4,6-O-isopropilidene-β-D-glucopyranoside → benzyl 2-acetamido-2-deoxy-3-O--β-D-glucopyranoside (19229-59-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 72.2 percent / triethylamine / dimethylformamide / 4.5 h / Ambient temperature

2: 80 percent acatic acid / H₂O / 1 h / 45 °C

With acetic acid; triethylamine; In water; N,N-dimethyl-formamide;

upstream raw materials:

benzyl 2-acetamido-2-deoxy-4,6-O-isopropilidene-3-O--β-D-glucopyranoside

methanol

N-acetyl-O¹-benzyl-O⁴,O⁶-(R)-benzylidene-β-muramic acid