1-[3-chloro-4-(α-D-mannopyranosyloxy)phenyl]-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile

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Chemical Name:1-[3-chloro-4-(α-D-mannopyranosyloxy)phenyl]-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile
CAS No.:1312312-75-6
Molecular Formula:C₂₀H₁₈ClN₃O₆
Molecular Weight:431.832
Hs Code.:

Synonyms:1-[3-chloro-4-(α-D-mannopyranosyloxy)phenyl]-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile

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Chemical Property of 1-[3-chloro-4-(α-D-mannopyranosyloxy)phenyl]-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile

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Technology Process of 1-[3-chloro-4-(α-D-mannopyranosyloxy)phenyl]-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile

There total 4 articles about 1-[3-chloro-4-(α-D-mannopyranosyloxy)phenyl]-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: 91.0%

: 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

: 1312312-75-6
1-[3-chloro-4-(α-D-mannopyranosyloxy)phenyl]-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile

Guidance literature:: 1-[4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-3-chlorophenyl]-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile; With sodium methylate; In methanol; at 20 ℃; for 2h;

In methanol;

Reference yield:

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

: 1312312-75-6
1-[3-chloro-4-(α-D-mannopyranosyloxy)phenyl]-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 2 h / Inert atmosphere

2.1: methanol; sodium methylate / 20 °C

With methanol; potassium phosphate; trans cyclohexane-1,2-diamine; sodium methylate; In 1,4-dioxane;
DOI:10.1021/jm300192x

Reference yield:

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

: 1312312-75-6
1-[3-chloro-4-(α-D-mannopyranosyloxy)phenyl]-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile

Guidance literature:: Multi-step reaction with 3 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

3.1: methanol; sodium methylate / 20 °C

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