Reaktion #1280460

Reaktionsgleichung

HATU

3,4-dimethylpentanoic acid

(3R)-3-Amino-2,3-dihydro-1H-indene-5-carboxylic acid methyl ester hydrochloride

→

desired product

Ausbeute 87.0%

(3R)-Methyl 3-(3,4-dimethylpentanamido)-2,3-dihydro-1H-indene-5-carboxylate

Ausbeute 87.0%

Lösungsmittel

ethyl acetate

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was then stirred overnight at RT
2. 2
   Waschenwashed with sat. sodium hydrogen carbonate solution and sat. NaCl solution
3. 3
   Trocknendried over magnesium sulfate
4. 4
   Einengenconcentrated under reduced pressure
5. 5
   SonstigeAfter purification by column chromatography (silica gel, cyclohexane:ethyl acetate 2:1)

Vorschrift

HATU (0.872 g, 2.3 mmol, 1 eq) and TEA (0.647 ml, 4.6 mmol, 2 eq) were added to an ice-cooled solution of 3,4-dimethylpentanoic acid (300 mg, 2.3 mmol, 1 eq) in THF (26 ml), and stirring was carried out for 15 min. (3R)-3-Amino-2,3-dihydro-1H-indene-5-carboxylic acid methyl ester hydrochloride (A-01) (0.786 g, 3.5 mmol, 1.5 eq) was added to the reaction solution, and the mixture was then stirred overnight at RT. The reaction solution was diluted with ethyl acetate, washed with sat. sodium hydrogen carbonate solution and sat. NaCl solution, dried over magnesium sulfate and concentrated under reduced pressure. After purification by column chromatography (silica gel, cyclohexane:ethyl acetate 2:1), the desired product was obtained. Yield: 87% (0.61 g)

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