(4R)-4-azido-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridine

Base Information

Chemical Name:(4R)-4-azido-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridine
CAS No.:1044588-30-8
Molecular Formula:C₂₂H₁₇Cl₃N₄O
Molecular Weight:459.762
Hs Code.:

Synonyms:(4R)-4-azido-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridine

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Chemical Property of (4R)-4-azido-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridine

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Technology Process of (4R)-4-azido-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridine

There total 5 articles about (4R)-4-azido-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridine 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%

: 1044588-29-5
(4S)-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridin-4-ol

: 1044588-30-8
(4R)-4-azido-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridine

Guidance literature:: With 1H-imidazole; Zn(N₃)2/bis-pyridine complex; di-isopropyl azodicarboxylate; triphenylphosphine; In dichloromethane; at 20 ℃; stereospecific reaction;
DOI:10.1021/jm100023j

Reference yield:

: 611218-31-6
6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile

: 1044588-30-8
(4R)-4-azido-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrahydrofuran; toluene / 0.05 h

1.2: 0.33 h / 50 °C

2.1: (S,S) catalyst described by Noyori in Angew_. Chem_. Int_. Ed_. Engl_. 1997, 36, 285 / dichloromethane; isopropyl alcohol / 16 h / 20 °C

3.1: 1H-imidazole; di-isopropyl azodicarboxylate; triphenylphosphine / dichloromethane / 16 h / 20 °C

With 1H-imidazole; di-isopropyl azodicarboxylate; triphenylphosphine; (S,S) catalyst described by Noyori in Angew_. Chem_. Int_. Ed_. Engl_. 1997, 36, 285; In tetrahydrofuran; dichloromethane; isopropyl alcohol; toluene;

Reference yield:

: 611218-28-1
3-dimethylamino-1-(2,4-dichlorophenyl)-2-(4-chlorophenyl)prop-2-en-1-one

: 1044588-30-8
(4R)-4-azido-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: methanol; sodium hydride / N,N-dimethyl-formamide / 2.5 h / 20 - 95 °C

2.1: tetrahydrofuran; toluene / 0.05 h

2.2: 0.33 h / 50 °C

3.1: (S,S) catalyst described by Noyori in Angew_. Chem_. Int_. Ed_. Engl_. 1997, 36, 285 / dichloromethane; isopropyl alcohol / 16 h / 20 °C

4.1: 1H-imidazole; di-isopropyl azodicarboxylate; triphenylphosphine / dichloromethane / 16 h / 20 °C

With 1H-imidazole; methanol; di-isopropyl azodicarboxylate; sodium hydride; triphenylphosphine; (S,S) catalyst described by Noyori in Angew_. Chem_. Int_. Ed_. Engl_. 1997, 36, 285; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; toluene;