methyl (4-O-acetyl-3-acetamido-2-O-benzyl-3-deoxy-α-D-fucopyranosyl)-(1->3)-4-O-benzyl-α-L-rhamnopyranoside

Base Information

• Chemical Name: methyl (4-O-acetyl-3-acetamido-2-O-benzyl-3-deoxy-α-D-fucopyranosyl)-(1->3)-4-O-benzyl-α-L-rhamnopyranoside
• CAS No.: 857254-32-1
• Molecular Formula: C₃₁H₄₁NO₁₀
• Molecular Weight: 587.667

Synonyms:methyl (4-O-acetyl-3-acetamido-2-O-benzyl-3-deoxy-α-D-fucopyranosyl)-(1->3)-4-O-benzyl-α-L-rhamnopyranoside

Chemical Property of methyl (4-O-acetyl-3-acetamido-2-O-benzyl-3-deoxy-α-D-fucopyranosyl)-(1->3)-4-O-benzyl-α-L-rhamnopyranoside

Chemical Property:

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Technology Process of methyl (4-O-acetyl-3-acetamido-2-O-benzyl-3-deoxy-α-D-fucopyranosyl)-(1->3)-4-O-benzyl-α-L-rhamnopyranoside

There total 3 articles about methyl (4-O-acetyl-3-acetamido-2-O-benzyl-3-deoxy-α-D-fucopyranosyl)-(1->3)-4-O-benzyl-α-L-rhamnopyranoside 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: 93.0%

methyl (4-O-acetyl-3-acetamido-2-O-benzyl-3-deoxy-α-D-fucopyranosyl)-(1->3)-2-O-allyl-4-O-benzyl-α-L-rhamnopyranoside → methyl (4-O-acetyl-3-acetamido-2-O-benzyl-3-deoxy-α-D-fucopyranosyl)-(1->3)-4-O-benzyl-α-L-rhamnopyranoside (857254-32-1)

Guidance literature:

With palladium dichloride; In methanol; dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.tet.2005.04.013

Reference yield:

methyl 2-O-allyl-4-O-benzyl-α-L-rhamnopyranoside (69558-08-3) → methyl (4-O-acetyl-3-acetamido-2-O-benzyl-3-deoxy-α-D-fucopyranosyl)-(1->3)-4-O-benzyl-α-L-rhamnopyranoside (857254-32-1)

Guidance literature:

Multi-step reaction with 2 steps

1: molecular sieves 4 Angstroem; TMSOTf / CH₂Cl₂ / 0 - 20 °C

2: 93 percent / PdCl₂ / CH₂Cl₂; methanol / 4 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; palladium dichloride; In methanol; dichloromethane;

DOI:10.1016/j.tet.2005.04.013

Reference yield:

4-O-acetyl-3-acetamido-2-O-benzyl-3-deoxy-D-fucopyranosyl N-phenyl-trifuoroacetimidate (720694-52-0) → methyl (4-O-acetyl-3-acetamido-2-O-benzyl-3-deoxy-α-D-fucopyranosyl)-(1->3)-4-O-benzyl-α-L-rhamnopyranoside (857254-32-1)

Guidance literature:

Multi-step reaction with 2 steps

1: molecular sieves 4 Angstroem; TMSOTf / CH₂Cl₂ / 0 - 20 °C

2: 93 percent / PdCl₂ / CH₂Cl₂; methanol / 4 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; palladium dichloride; In methanol; dichloromethane;

DOI:10.1016/j.tet.2005.04.013

upstream raw materials:

methyl 2-O-allyl-4-O-benzyl-α-L-rhamnopyranoside

4-O-acetyl-3-acetamido-2-O-benzyl-3-deoxy-D-fucopyranosyl N-phenyl-trifuoroacetimidate

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