6-azidohexyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: 6-azidohexyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
• CAS No.: 1206791-39-0
• Molecular Formula: C₄₀H₄₆N₄O₁₂
• Molecular Weight: 774.825

Synonyms:6-azidohexyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Chemical Property of 6-azidohexyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Chemical Property:

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Technology Process of 6-azidohexyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

There total 1 articles about 6-azidohexyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-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: 84.1%

6-azidohexyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (1206791-37-8) → 6-azidohexyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (1206791-39-0)

Guidance literature:

With guanidine hydrochloride; sodium methylate; In methanol; dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1039/b914193f

Reference yield: 86.8%

p-chlorophenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (1206791-41-4) + 6-azidohexyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (1206791-39-0) → 6-azidohexyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (1206791-43-6)

Guidance literature:

p-chlorophenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside; 6-azidohexyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere; Molecular sieve;

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -78 - -10 ℃; for 1h; Inert atmosphere;

With trifluorormethanesulfonic acid; In dichloromethane; at -78 - 20 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1039/b914193f

Reference yield: 69.6%

6-azidohexyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (1206791-39-0) + p-chlorophenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-[2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->4)]-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (1206791-42-5) → 6-azidohexyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-[2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->4)]-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (1206791-47-0)

Guidance literature:

6-azidohexyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside; p-chlorophenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-[2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->4)]-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside; In dichloromethane; at 20 ℃; for 2h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -78 - -10 ℃; for 1h; regioselective reaction; Inert atmosphere;

DOI:10.1039/b914193f

upstream raw materials:

6-azidohexyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Downstream raw materials:

6-azidohexyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

6-azidohexyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-[2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->4)]-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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