2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzoyl-β-L-fucopyranosyl-(1->6)-2,3,4,5-tetra-O-acetyl-1-deoxy-1-azido-D-mannitol

Base Information

Chemical Name:2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzoyl-β-L-fucopyranosyl-(1->6)-2,3,4,5-tetra-O-acetyl-1-deoxy-1-azido-D-mannitol
CAS No.:1355150-68-3
Molecular Formula:C₄₈H₅₇N₃O₂₄
Molecular Weight:1059.99
Hs Code.:

Synonyms:2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzoyl-β-L-fucopyranosyl-(1->6)-2,3,4,5-tetra-O-acetyl-1-deoxy-1-azido-D-mannitol

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Chemical Property of 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzoyl-β-L-fucopyranosyl-(1->6)-2,3,4,5-tetra-O-acetyl-1-deoxy-1-azido-D-mannitol

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Technology Process of 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzoyl-β-L-fucopyranosyl-(1->6)-2,3,4,5-tetra-O-acetyl-1-deoxy-1-azido-D-mannitol

There total 6 articles about 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzoyl-β-L-fucopyranosyl-(1->6)-2,3,4,5-tetra-O-acetyl-1-deoxy-1-azido-D-mannitol 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: 70.0%

: 1245641-31-9
2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzoyl-α-L-fucopyranosyl trichloroacetimidate

: 1355150-67-2
2,3,4,5-tetra-O-acetyl-1-azido-1-deoxy-D-mannitol

: 1355150-68-3
2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzoyl-β-L-fucopyranosyl-(1->6)-2,3,4,5-tetra-O-acetyl-1-deoxy-1-azido-D-mannitol

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 1h; Molecular sieve;
DOI:10.1248/cpb.59.1307

Reference yield:

: 1245641-32-0
2,3,4,5-tetra-O-acetyl-1,6-di-O-(t-butyldimethylsilyl)-D-mannitol

: 1355150-68-3
2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzoyl-β-L-fucopyranosyl-(1->6)-2,3,4,5-tetra-O-acetyl-1-deoxy-1-azido-D-mannitol

Guidance literature:: Multi-step reaction with 5 steps

1: iodine / methanol / 20 °C

2: dmap / pyridine / 12 h / 60 °C

3: sodium azide / N,N-dimethyl-formamide / 12 h / 60 °C

4: pyridine hydrogenfluoride / tetrahydrofuran; pyridine / 0.17 h / 20 °C

5: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 0 °C / Molecular sieve

With dmap; sodium azide; trimethylsilyl trifluoromethanesulfonate; iodine; pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.59.1307

Reference yield:

: 1245641-33-1
2,3,4,5-tetra-O-acetyl-6-O-(t-butyldimethylsilyl)-D-mannitol

: 1355150-68-3
2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzoyl-β-L-fucopyranosyl-(1->6)-2,3,4,5-tetra-O-acetyl-1-deoxy-1-azido-D-mannitol

Guidance literature:: Multi-step reaction with 4 steps

1: dmap / pyridine / 12 h / 60 °C

2: sodium azide / N,N-dimethyl-formamide / 12 h / 60 °C

3: pyridine hydrogenfluoride / tetrahydrofuran; pyridine / 0.17 h / 20 °C

4: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 0 °C / Molecular sieve

With dmap; sodium azide; trimethylsilyl trifluoromethanesulfonate; pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.59.1307