p-nitrophenyl 4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-benzyl-2-acetamido-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:p-nitrophenyl 4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-benzyl-2-acetamido-2-deoxy-β-D-glucopyranoside
CAS No.:630115-02-5
Molecular Formula:C₆₂H₇₀N₂O₂₁
Molecular Weight:1179.24
Hs Code.:

p-nitrophenyl 4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-benzyl-2-acetamido-2-deoxy-β-D-glucopyranoside

Synonyms:p-nitrophenyl 4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-benzyl-2-acetamido-2-deoxy-β-D-glucopyranoside

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Chemical Property of p-nitrophenyl 4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-benzyl-2-acetamido-2-deoxy-β-D-glucopyranoside

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Technology Process of p-nitrophenyl 4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-benzyl-2-acetamido-2-deoxy-β-D-glucopyranoside

There total 5 articles about p-nitrophenyl 4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-benzyl-2-acetamido-2-deoxy-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: 57.0%

: 630115-00-3
o-methoxycarbonylphenyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside

: p-nitrophenyl 4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-benzyl-2-acetamido-2-deoxy-β-D-glucopyranoside

: 630115-02-5
p-nitrophenyl 4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-benzyl-2-acetamido-2-deoxy-β-D-glucopyranoside

Guidance literature:: o-methoxycarbonylphenyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside; p-nitrophenyl 4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-benzyl-2-acetamido-2-deoxy-β-D-glucopyranoside; With N-iodo-succinimide; 4 A molecular sieve; In dichloromethane; at 0 ℃; for 1h;

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/ol0351293

Reference yield:

: 16741-27-8
2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide

: 630115-02-5
p-nitrophenyl 4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-benzyl-2-acetamido-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 80 percent / K₂CO₃ / dimethylformamide / 5 h / 20 °C

2.1: 77 percent / NaOMe / methanol / 10 h / 20 °C

3.1: NaH / dimethylformamide / 0.5 h / 0 °C

3.2: 90 percent / dimethylformamide / 5 h / 20 °C

4.1: N-iodosuccinimide; molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / 0 °C

4.2: 57 percent / CF₃COOH / CH₂Cl₂ / 1 h / 0 °C

With N-iodo-succinimide; 4 A molecular sieve; sodium methylate; sodium hydride; potassium carbonate; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0351293

Reference yield:

: 100-39-0
benzyl bromide

: 630115-02-5
p-nitrophenyl 4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-benzyl-2-acetamido-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 °C

1.2: 90 percent / dimethylformamide / 5 h / 20 °C

2.1: N-iodosuccinimide; molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / 0 °C

2.2: 57 percent / CF₃COOH / CH₂Cl₂ / 1 h / 0 °C

With N-iodo-succinimide; 4 A molecular sieve; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0351293