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

Base Information

Chemical Name:(4S)-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridin-4-ol
CAS No.:1044588-29-5
Molecular Formula:C₂₂H₁₈Cl₃NO₂
Molecular Weight:434.749
Hs Code.:

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

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Chemical Property of (4S)-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridin-4-ol

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Technology Process of (4S)-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridin-4-ol

There total 4 articles about (4S)-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridin-4-ol 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: 69.4%

: 1044583-30-3
6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-2,3-dihydro-4H-pyrano[2,3-b]pyridin-4-one

: 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

Guidance literature:: With (1S,2S)-N-p-toluenesulfonyl-1,2-diphenylethylenediamine-ruthenium(mesitylene); In dichloromethane; isopropyl alcohol; at 20 ℃; for 16h; optical yield given as %ee;
DOI:10.1021/jm100023j

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 3 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

With methanol; sodium hydride; (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;

Reference yield:

: 94171-11-6
2-(4-chlorophenyl)-1-(2,4-dichlorophenyl)ethanone

: 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

Guidance literature:: Multi-step reaction with 4 steps

1.1: N,N-dimethyl-formamide / 20 h / 75 °C

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

3.1: tetrahydrofuran; toluene / 0.05 h

3.2: 0.33 h / 50 °C

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

With methanol; sodium hydride; (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;