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

Base Information

• Chemical Name: 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
• CAS No.: 1206791-41-4
• Molecular Formula: C₄₁H₄₂ClNO₁₅S
• Molecular Weight: 856.301

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of 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

There total 1 articles about 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 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: 97.8%

p-chlorophenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (1206791-40-3) → 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)

Guidance literature:

With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; regioselective reaction;

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: 84.0%

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) + p-chlorophenyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside → 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)

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; p-chlorophenyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside; 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

upstream raw materials:

p-chlorophenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-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

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

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