methyl 2-acetamido-6-O-benzyl-3-O-chloroacetyl-2-deoxy-β-D-glucopyranoside

Base Information

• Chemical Name: methyl 2-acetamido-6-O-benzyl-3-O-chloroacetyl-2-deoxy-β-D-glucopyranoside
• CAS No.: 1092840-32-8
• Molecular Formula: C₁₈H₂₄ClNO₇
• Molecular Weight: 401.844

Synonyms:methyl 2-acetamido-6-O-benzyl-3-O-chloroacetyl-2-deoxy-β-D-glucopyranoside

Chemical Property of methyl 2-acetamido-6-O-benzyl-3-O-chloroacetyl-2-deoxy-β-D-glucopyranoside

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Technology Process of methyl 2-acetamido-6-O-benzyl-3-O-chloroacetyl-2-deoxy-β-D-glucopyranoside

There total 1 articles about methyl 2-acetamido-6-O-benzyl-3-O-chloroacetyl-2-deoxy-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: 79.0%

methyl 2-acetamido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-β-D-glucopyranoside (1092840-31-7) → methyl 2-acetamido-6-O-benzyl-3-O-chloroacetyl-2-deoxy-β-D-glucopyranoside (1092840-32-8)

Guidance literature:

With hydrogenchloride; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.carres.2008.08.025

Reference yield: 95.0%

methyl 2-acetamido-6-O-benzyl-3-O-chloroacetyl-2-deoxy-β-D-glucopyranoside (1092840-32-8) + O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate (74808-10-9) → methyl 2-acetamido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-O-benzyl-3-O-chloroacetyl-2-deoxy-β-D-glucopyranoside (1092840-34-0)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.carres.2008.08.025

Reference yield: 77.0%

methyl 2-acetamido-6-O-benzyl-3-O-chloroacetyl-2-deoxy-β-D-glucopyranoside (1092840-32-8) + methyl trifluoromethanesulfonate (333-27-7) → methyl 6-O-benzyl-3-O-chloroacetyl-2-deoxy-2-methylacetimido-β-D-glucopyranoside

Guidance literature:

In dichloromethane; at 20 ℃; for 3h; Molecular sieve;

DOI:10.1016/j.carres.2008.08.025

upstream raw materials:

methyl 2-acetamido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-β-D-glucopyranoside

Downstream raw materials:

methyl 2-acetamido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-O-benzyl-3-O-chloroacetyl-2-deoxy-β-D-glucopyranoside

methyl 2-acetamido-4-O-(2,4,6-tri-O-acetyl-3-O-chloroacetyl-β-D-galactopyranosyl)-6-O-benzyl-3-O-chloroacetyl-2-deoxy-β-D-glucopyranoside

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