ethyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Base Information

• Chemical Name: ethyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside
• CAS No.: 569650-76-6
• Molecular Formula: C₄₄H₅₀O₁₀S
• Molecular Weight: 770.941

Synonyms:ethyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Chemical Property of ethyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Chemical Property:

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Technology Process of ethyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

There total 5 articles about ethyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside 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: 80.0%

O-(2,3,4-tri-O-benzyl-α/β-L-fucopyranosyl) trichloroacetimidate + ethyl 2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (192935-99-2) → ethyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (569650-76-6)

Guidance literature:

ethyl 2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside; With triethylsilyl trifluoromethyl sulfonate; at -20 ℃;

O-(2,3,4-tri-O-benzyl-α/β-L-fucopyranosyl) trichloroacetimidate; at -20 ℃;

Reference yield: 75.0%

ethyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside (116514-50-2,128962-63-0,131545-02-3,136758-06-0,99409-34-4,116391-11-8) + ethyl 2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (192935-99-2) → ethyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (569650-76-6)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; for 0.75h;

DOI:10.1016/S0008-6215(02)00499-8

Reference yield:

S-ethyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside (142924-31-0) → ethyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (569650-76-6)

Guidance literature:

upstream raw materials:

ethyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside

ethyl 2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

S-ethyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Downstream raw materials:

4-methoxyphenyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-(2-O-acetyl-4,6-O-benzylidene-α-D-mannopyranosyl)-(1>4)-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-(4-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

C₁₀₈H₁₂₄O₂₆Si

C₁₁₀H₁₂₆O₂₇Si

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