(-)-ethyl (R)-5-methyl-2-(1-benzyl-5-fluoro-2-methyl-1H-indol-3-yl)hexanoate

Base Information

Chemical Name:(-)-ethyl (R)-5-methyl-2-(1-benzyl-5-fluoro-2-methyl-1H-indol-3-yl)hexanoate
CAS No.:1264995-16-5
Molecular Formula:C₂₅H₃₀FNO₂
Molecular Weight:395.517
Hs Code.:

Synonyms:(-)-ethyl (R)-5-methyl-2-(1-benzyl-5-fluoro-2-methyl-1H-indol-3-yl)hexanoate

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Chemical Property of (-)-ethyl (R)-5-methyl-2-(1-benzyl-5-fluoro-2-methyl-1H-indol-3-yl)hexanoate

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Technology Process of (-)-ethyl (R)-5-methyl-2-(1-benzyl-5-fluoro-2-methyl-1H-indol-3-yl)hexanoate

There total 2 articles about (-)-ethyl (R)-5-methyl-2-(1-benzyl-5-fluoro-2-methyl-1H-indol-3-yl)hexanoate 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: 95.0%

: 702702-75-8
1-benzyl-5-fluoro-2-methylindole

: ethyl 2-diazo-5-methylhexanoate

: 1264995-16-5
(-)-ethyl (R)-5-methyl-2-(1-benzyl-5-fluoro-2-methyl-1H-indol-3-yl)hexanoate

Guidance literature:: With tetrakis[μ-(αS)-α-(1,1-dimethylethyl)-2,3-dihydro-1H-naphtho[1,8-cd]pyridine-2-acetato-κO:.kappaO']dirhodium(II)(Rh-Rh); In toluene; at -78 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ja1093309

Reference yield:

: 399-72-4
5-fluoro-2-methyl-1H-indole

: 100-39-0
benzyl bromide

: 1264995-16-5
(-)-ethyl (R)-5-methyl-2-(1-benzyl-5-fluoro-2-methyl-1H-indol-3-yl)hexanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium hydroxide / dimethyl sulfoxide / 0.75 h

1.2: 0.75 h / 0 - 20 °C

2.1: tetrakis[μ-(αS)-α-(1,1-dimethylethyl)-2,3-dihydro-1H-naphtho[1,8-cd]pyridine-2-acetato-κO:.kappaO']dirhodium(II)(Rh-Rh) / toluene / -78 °C / Inert atmosphere

With tetrakis[μ-(αS)-α-(1,1-dimethylethyl)-2,3-dihydro-1H-naphtho[1,8-cd]pyridine-2-acetato-κO:.kappaO']dirhodium(II)(Rh-Rh); potassium hydroxide; In dimethyl sulfoxide; toluene;
DOI:10.1021/ja1093309