2,3,4-tri-O-benzyl-α-D-fucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl azide

Base Information

Chemical Name:2,3,4-tri-O-benzyl-α-D-fucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl azide
CAS No.:478687-13-7
Molecular Formula:C₅₁H₆₁N₃O₂₀
Molecular Weight:1036.05
Hs Code.:

Synonyms:2,3,4-tri-O-benzyl-α-D-fucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl azide

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Chemical Property of 2,3,4-tri-O-benzyl-α-D-fucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl azide

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Technology Process of 2,3,4-tri-O-benzyl-α-D-fucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl azide

There total 4 articles about 2,3,4-tri-O-benzyl-α-D-fucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl azide 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: 85.7%

: 226707-92-2
O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-1-β-D-glucopyranosyl azide

: 211801-77-3
phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-fucopyranoside

: 478687-13-7
2,3,4-tri-O-benzyl-α-D-fucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl azide

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1016/S0008-6215(02)00159-3

Reference yield:

: 73-34-7,87-96-7,488-79-9,551-63-3,609-01-8,643-17-4,643-18-5,4164-09-4,6014-42-2,6155-36-8,6189-71-5,6696-41-9,6736-43-2,13224-93-6,22611-09-2,28161-49-1,28161-50-4,28161-52-6,45864-36-6,63814-64-2,71116-59-1,71116-61-5,72598-05-1,87936-88-7,87936-89-8,97466-79-0,116908-82-8,120442-60-6,123484-22-0,133576-32-6
D-Fucose

: 478687-13-7
2,3,4-tri-O-benzyl-α-D-fucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl azide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 4-(dimethylamino)-pyridine / pyridine / 6 h

1.2: 87.1 percent / BF₃*Et₂O / CH₂Cl₂ / 4 h / 0 °C

2.1: NaOMe / methanol / 2 h / pH 9

2.2: 86.8 percent / NaH / dimethylformamide / 0 - 20 °C

3.1: 85.7 percent / N-iodosuccinimide; triflic acid; 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / -78 °C

With dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium methylate; In pyridine; methanol; dichloromethane;
DOI:10.1016/S0008-6215(02)00159-3

Reference yield:

: 100-39-0
benzyl bromide

: 478687-13-7
2,3,4-tri-O-benzyl-α-D-fucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl azide

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaOMe / methanol / 2 h / pH 9

1.2: 86.8 percent / NaH / dimethylformamide / 0 - 20 °C

2.1: 85.7 percent / N-iodosuccinimide; triflic acid; 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / -78 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium methylate; In methanol; dichloromethane;
DOI:10.1016/S0008-6215(02)00159-3