isopropyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->3)-2-azido-6-O-benzyl-2-deoxy-α-D-galactopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[1-(R)-(methoxycarbonyl)-ethylidene]-β-D-galactopyranoside

Base Information

Chemical Name:isopropyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->3)-2-azido-6-O-benzyl-2-deoxy-α-D-galactopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[1-(R)-(methoxycarbonyl)-ethylidene]-β-D-galactopyranoside
CAS No.:936324-92-4
Molecular Formula:C₆₇H₆₇N₃O₂₂
Molecular Weight:1266.28
Hs Code.:

isopropyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->3)-2-azido-6-O-benzyl-2-deoxy-α-D-galactopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[1-(R)-(methoxycarbonyl)-ethylidene]-β-D-galactopyranoside

Synonyms:isopropyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->3)-2-azido-6-O-benzyl-2-deoxy-α-D-galactopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[1-(R)-(methoxycarbonyl)-ethylidene]-β-D-galactopyranoside

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Chemical Property of isopropyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->3)-2-azido-6-O-benzyl-2-deoxy-α-D-galactopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[1-(R)-(methoxycarbonyl)-ethylidene]-β-D-galactopyranoside

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Technology Process of isopropyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->3)-2-azido-6-O-benzyl-2-deoxy-α-D-galactopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[1-(R)-(methoxycarbonyl)-ethylidene]-β-D-galactopyranoside

There total 11 articles about isopropyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->3)-2-azido-6-O-benzyl-2-deoxy-α-D-galactopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[1-(R)-(methoxycarbonyl)-ethylidene]-β-D-galactopyranoside 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: 92.0%

: 936324-90-2
isopropyl 2-O-benzoyl-3-O-[2-azido-4,6-O-benzylidene-3-O-(2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl)-2-deoxy-α-D-galactopyranosyl]-4,6-O-[1-(R)-(methoxycarbonyl)-ethylidene]-β-D-galactopyranoside

: 936324-92-4
isopropyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->3)-2-azido-6-O-benzyl-2-deoxy-α-D-galactopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[1-(R)-(methoxycarbonyl)-ethylidene]-β-D-galactopyranoside

Guidance literature:: With triethylsilane; trifluorormethanesulfonic acid; In dichloromethane; at -78 - -50 ℃; for 0.5h;
DOI:10.1016/j.tetlet.2007.02.067

Reference yield:

: 196876-49-0
phenyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

: 936324-92-4
isopropyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->3)-2-azido-6-O-benzyl-2-deoxy-α-D-galactopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[1-(R)-(methoxycarbonyl)-ethylidene]-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / p-TsOH / methanol

2: 74 percent / boron trifluoride diethyletherate / acetonitrile / 3 h / 20 °C

3: 77 percent / Ph₂SO; triflic acid anhydride / CH₂Cl₂ / -40 - -20 °C

4: 81 percent / H₂ / Pd/C / methanol / 12 h / 20 °C

5: 65 percent / NIS; TMSOTf / CH₂Cl₂ / 1 h / 0 - 20 °C

6: 92 percent / Et₃SiH; triflic acid / CH₂Cl₂ / 0.5 h / -78 - -50 °C

With triethylsilane; N-iodo-succinimide; trifluorormethanesulfonic acid; trifluoromethylsulfonic anhydride; trimethylsilyl trifluoromethanesulfonate; 1,1'-sulfinylbisbenzene; boron trifluoride diethyl etherate; hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.tetlet.2007.02.067

Reference yield:

: 936324-87-7
phenyl 2-O-benzoyl-3-O-benzyl-4,6-O-[1-(R)-(methoxycarbonyl)-ethylidene]-1-thio-β-D-galactopyranoside

: 936324-92-4
isopropyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->3)-2-azido-6-O-benzyl-2-deoxy-α-D-galactopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[1-(R)-(methoxycarbonyl)-ethylidene]-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 77 percent / Ph₂SO; triflic acid anhydride / CH₂Cl₂ / -40 - -20 °C

2: 81 percent / H₂ / Pd/C / methanol / 12 h / 20 °C

3: 65 percent / NIS; TMSOTf / CH₂Cl₂ / 1 h / 0 - 20 °C

4: 92 percent / Et₃SiH; triflic acid / CH₂Cl₂ / 0.5 h / -78 - -50 °C

With triethylsilane; N-iodo-succinimide; trifluorormethanesulfonic acid; trifluoromethylsulfonic anhydride; trimethylsilyl trifluoromethanesulfonate; 1,1'-sulfinylbisbenzene; hydrogen; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1016/j.tetlet.2007.02.067