(1'S,3S)-1'-naphthylethyl-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyrate

Base Information

Chemical Name:(1'S,3S)-1'-naphthylethyl-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyrate
CAS No.:1315282-20-2
Molecular Formula:C₂₇H₂₅BrN₂O₃
Molecular Weight:505.411
Hs Code.:

Synonyms:(1'S,3S)-1'-naphthylethyl-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyrate

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Chemical Property of (1'S,3S)-1'-naphthylethyl-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyrate

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Technology Process of (1'S,3S)-1'-naphthylethyl-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyrate

There total 3 articles about (1'S,3S)-1'-naphthylethyl-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyrate 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%

: 15914-84-8,1517-72-2
(S)-1-(1-Naphthyl)ethanol

: 1315282-22-4
(3S)-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyric acid

: 1315282-20-2
(1'S,3S)-1'-naphthylethyl-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyrate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; optical yield given as %de; Inert atmosphere;
DOI:10.1002/anie.201102405

Reference yield:

: 3-(4-bromophenyl)-1-(1-methyl-1H-imidazol-2-yl)prop-2-en-1-one

: 1315282-20-2
(1'S,3S)-1'-naphthylethyl-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyrate

Guidance literature:: Multi-step reaction with 3 steps

1: silver hexafluoroantimonate; hexafluoropropan-2-ol; 2,2'-isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline]; copper dichloride / dichloromethane / 72 h / -78 °C / Molecular sieve; Inert atmosphere

2: lithium hydroxide / tetrahydrofuran; water / 2 h / 0 - 20 °C / Inert atmosphere

3: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C / Inert atmosphere

With dmap; silver hexafluoroantimonate; hexafluoropropan-2-ol; 2,2'-isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline]; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; copper dichloride; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; 1: Mukaiyama-Michael reaction;
DOI:10.1002/anie.201102405

Reference yield:

: 1315282-07-5
C₂₄H₂₁BrN₄O₄

: 1315282-20-2
(1'S,3S)-1'-naphthylethyl-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyrate

Guidance literature:: Multi-step reaction with 2 steps

1: lithium hydroxide / tetrahydrofuran; water / 2 h / 0 - 20 °C / Inert atmosphere

2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C / Inert atmosphere

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/anie.201102405