1,1-dimethylethyl {(1S)-1-[1-({3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl}carbonyl)-3-hydroxyazetidin-3-yl]ethyl}carbamate

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Chemical Name:1,1-dimethylethyl {(1S)-1-[1-({3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl}carbonyl)-3-hydroxyazetidin-3-yl]ethyl}carbamate
CAS No.:1373446-70-8
Molecular Formula:C₂₃H₂₅F₃IN₃O₄
Molecular Weight:591.369
Hs Code.:

Synonyms:1,1-dimethylethyl {(1S)-1-[1-({3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl}carbonyl)-3-hydroxyazetidin-3-yl]ethyl}carbamate

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Chemical Property of 1,1-dimethylethyl {(1S)-1-[1-({3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl}carbonyl)-3-hydroxyazetidin-3-yl]ethyl}carbamate

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Technology Process of 1,1-dimethylethyl {(1S)-1-[1-({3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl}carbonyl)-3-hydroxyazetidin-3-yl]ethyl}carbamate

There total 7 articles about 1,1-dimethylethyl {(1S)-1-[1-({3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl}carbonyl)-3-hydroxyazetidin-3-yl]ethyl}carbamate 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: 79.0%

: 1,1-dimethylethyl [(1S)-1-(3-hydroxyazetidin-3-yl)ethyl]carbamate

: 934664-19-4
3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]benzoyl fluoride

: 1373446-70-8
1,1-dimethylethyl {(1S)-1-[1-({3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl}carbonyl)-3-hydroxyazetidin-3-yl]ethyl}carbamate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/ml300049d

Reference yield:

: 1373446-60-6
phenylmethyl 3-hydroxy-3-[(1R)-1-hydroxyethyl]azetidine-1-carboxylate

: 1373446-70-8
1,1-dimethylethyl {(1S)-1-[1-({3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl}carbonyl)-3-hydroxyazetidin-3-yl]ethyl}carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine; thionyl chloride / dichloromethane / 1 h / 20 °C / Cooling with ice; Reflux

1.2: 2 h / 20 °C / Cooling with ice

2.1: sodium azide / diethyl ether; N,N-dimethyl-formamide / 1.5 h / 60 °C

2.2: 22 h / 20 °C

3.1: triphenylphosphine / tetrahydrofuran; water / 1 h / 70 °C

4.1: tetrahydrofuran / 2 h / 20 °C

5.1: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 760.05 Torr

6.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C

With pyridine; thionyl chloride; sodium azide; palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ml300049d

Reference yield:

: 391211-97-5
3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-benzoic acid

: 1373446-70-8
1,1-dimethylethyl {(1S)-1-[1-({3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl}carbonyl)-3-hydroxyazetidin-3-yl]ethyl}carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine; trifluoro-[1,3,5]triazine / dichloromethane / 2.17 h / 0 - 20 °C

2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C

With pyridine; trifluoro-[1,3,5]triazine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ml300049d