1-[4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-3-chlorophenyl]-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile

Base Information

Chemical Name:1-[4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-3-chlorophenyl]-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile
CAS No.:1312312-73-4
Molecular Formula:C₂₈H₂₆ClN₃O₁₀
Molecular Weight:599.982
Hs Code.:

Synonyms:1-[4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-3-chlorophenyl]-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile

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Chemical Property of 1-[4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-3-chlorophenyl]-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile

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Technology Process of 1-[4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-3-chlorophenyl]-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile

There total 4 articles about 1-[4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-3-chlorophenyl]-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile 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: 80.0%

: 517918-95-5
1H-pyrrolo[2,3-b]pyridine-5-carbonitrile

: 1312312-40-5
2-chloro-4-iodophenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

: 108-24-7
acetic anhydride

: 1312312-73-4
1-[4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-3-chlorophenyl]-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile

Guidance literature:: 1H-pyrrolo[2,3-b]pyridine-5-carbonitrile; 2-chloro-4-iodophenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside; With potassium phosphate; trans-1,2-cyclohexanediamine; copper(l) iodide; In 1,4-dioxane; at 105 ℃; Inert atmosphere;

acetic anhydride; With dmap;

Reference yield: 80.0%

: 517918-95-5
1H-pyrrolo[2,3-b]pyridine-5-carbonitrile

: 1312312-40-5
2-chloro-4-iodophenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

: 1312312-73-4
1-[4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-3-chlorophenyl]-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile

Guidance literature:: 1H-pyrrolo[2,3-b]pyridine-5-carbonitrile; 2-chloro-4-iodophenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside; With potassium phosphate; trans cyclohexane-1,2-diamine; In 1,4-dioxane; at 105 ℃; Inert atmosphere;

With pyridine; dmap; acetic anhydride; for 2h; Inert atmosphere;
DOI:10.1021/jm300192x

Reference yield:

: 116130-33-7
2-chloro-4-iodophenol

: 1312312-73-4
1-[4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-3-chlorophenyl]-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: trimethylsilyl trifluoromethanesulfonate / toluene / 2 h / 20 °C / Inert atmosphere; Molecular sieve

2.1: potassium phosphate; trans cyclohexane-1,2-diamine / 1,4-dioxane / 105 °C / Inert atmosphere

2.2: 2 h / Inert atmosphere

With potassium phosphate; trans cyclohexane-1,2-diamine; trimethylsilyl trifluoromethanesulfonate; In 1,4-dioxane; toluene;
DOI:10.1021/jm300192x