{[N-(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]carbamoyl}methyl 3,4,6-tri-O-acetyl-α-D-glucopyranoside

Base Information

• Chemical Name: {[N-(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]carbamoyl}methyl 3,4,6-tri-O-acetyl-α-D-glucopyranoside
• CAS No.: 1269664-17-6
• Molecular Formula: C₂₄H₃₀N₄O₁₀
• Molecular Weight: 534.523

Synonyms:{[N-(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]carbamoyl}methyl 3,4,6-tri-O-acetyl-α-D-glucopyranoside

Chemical Property of {[N-(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]carbamoyl}methyl 3,4,6-tri-O-acetyl-α-D-glucopyranoside

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Technology Process of {[N-(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]carbamoyl}methyl 3,4,6-tri-O-acetyl-α-D-glucopyranoside

There total 1 articles about {[N-(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]carbamoyl}methyl 3,4,6-tri-O-acetyl-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: 60.0%

benzyl azide (622-79-7) + (N-propargylcarbamoyl)methyl 3,4,6-tri-O-acetyl-α-D-glucopyranoside (602302-76-1) → {[N-(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]carbamoyl}methyl 3,4,6-tri-O-acetyl-α-D-glucopyranoside (1269664-17-6)

Guidance literature:

With copper(I) iodide supported on Amberlyst A-21 resin; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1016/j.bmc.2010.11.060

Reference yield: 92.0%

{[N-(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]carbamoyl}methyl 3,4,6-tri-O-acetyl-α-D-glucopyranoside (1269664-17-6) → {[N-(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]carbamoyl}methyl-α-D-glucopyranoside (1269664-26-7)

Guidance literature:

With water; triethylamine; In methanol; at 40 ℃; for 16h;

DOI:10.1016/j.bmc.2010.11.060

Reference yield: 60.0%

{[N-(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]carbamoyl}methyl 3,4,6-tri-O-acetyl-α-D-glucopyranoside (1269664-17-6) → {[N-(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]carbamoyl}methyl 3,6-di-O-acetyl-4-deoxy-α-D-glycero-hex-3-enopyranosid-2-ulose (1269664-22-3)

Guidance literature:

With acetic anhydride; dimethyl sulfoxide; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.bmc.2010.11.060

upstream raw materials:

benzyl azide

(N-propargylcarbamoyl)methyl 3,4,6-tri-O-acetyl-α-D-glucopyranoside

Downstream raw materials:

{[N-(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]carbamoyl}methyl-α-D-glucopyranoside

{[N-(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]carbamoyl}methyl 3,6-di-O-acetyl-4-deoxy-α-D-glycero-hex-3-enopyranosid-2-ulose

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