1-<(2R,4R)-4-(ethoxycarbonyl)-2-methyl-4-(2-phenylethyl)butyryl>indoline-2(S)-carboxylic acid

Base Information

Chemical Name:1-<(2R,4R)-4-(ethoxycarbonyl)-2-methyl-4-(2-phenylethyl)butyryl>indoline-2(S)-carboxylic acid
CAS No.:82924-14-9
Molecular Formula:C₂₅H₂₉NO₅
Molecular Weight:423.509
Hs Code.:

Synonyms:1-<(2R,4R)-4-(ethoxycarbonyl)-2-methyl-4-(2-phenylethyl)butyryl>indoline-2(S)-carboxylic acid

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Chemical Property of 1-<(2R,4R)-4-(ethoxycarbonyl)-2-methyl-4-(2-phenylethyl)butyryl>indoline-2(S)-carboxylic acid

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Technology Process of 1-<(2R,4R)-4-(ethoxycarbonyl)-2-methyl-4-(2-phenylethyl)butyryl>indoline-2(S)-carboxylic acid

There total 9 articles about 1-<(2R,4R)-4-(ethoxycarbonyl)-2-methyl-4-(2-phenylethyl)butyryl>indoline-2(S)-carboxylic acid 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: 85.0%

: 82924-21-8
(2R,4R)-4-(ethoxycarbonyl)-2-methyl-4-(2-phenylethyl)butyryl chloride

: 82923-76-0
(S)-5-methoxyindol-2,3-dihydro-2-carboxylic acid hydrochloride

: 82924-14-9
1-<(2R,4R)-4-(ethoxycarbonyl)-2-methyl-4-(2-phenylethyl)butyryl>indoline-2(S)-carboxylic acid

Guidance literature:: With pyridine; for 3h; Ambient temperature;
DOI:10.1021/jm00363a012

Reference yield:

: 18496-54-3
phenylbutyric acid chloride

: 82924-14-9
1-<(2R,4R)-4-(ethoxycarbonyl)-2-methyl-4-(2-phenylethyl)butyryl>indoline-2(S)-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / 1 N aq. NaOH / CH₂Cl₂ / a) 0 deg C, 4 h, b) RT, 1 h

2: 1.) lithium diisopropylamide / 1.) THF, 0 deg C, 30 min, 2.) THF, a) 0 deg C, 5 h, b) -15 deg C, 15 h

3: 36 percent / 1 N ethanolic HCl / 15 h / Heating

4: 91 percent / H₂ / 5percent Pd/C / ethanol / 3 h / 2068.6 Torr / Ambient temperature

5: 76 percent / pyridinium dichromate / dimethylformamide / 15 h / Ambient temperature

6: 97 percent / oxalyl chloride / CH₂Cl₂ / 2.5 h / Ambient temperature

7: 85 percent / pyridine / 3 h / Ambient temperature

With pyridine; hydrogenchloride; sodium hydroxide; dipyridinium dichromate; oxalyl dichloride; hydrogen; lithium diisopropyl amide; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00363a012

Reference yield:

: 82924-16-1
1-(4-phenylbutyryl)-L-prolinol

: 82924-14-9
1-<(2R,4R)-4-(ethoxycarbonyl)-2-methyl-4-(2-phenylethyl)butyryl>indoline-2(S)-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) lithium diisopropylamide / 1.) THF, 0 deg C, 30 min, 2.) THF, a) 0 deg C, 5 h, b) -15 deg C, 15 h

2: 36 percent / 1 N ethanolic HCl / 15 h / Heating

3: 91 percent / H₂ / 5percent Pd/C / ethanol / 3 h / 2068.6 Torr / Ambient temperature

4: 76 percent / pyridinium dichromate / dimethylformamide / 15 h / Ambient temperature

5: 97 percent / oxalyl chloride / CH₂Cl₂ / 2.5 h / Ambient temperature

6: 85 percent / pyridine / 3 h / Ambient temperature

With pyridine; hydrogenchloride; dipyridinium dichromate; oxalyl dichloride; hydrogen; lithium diisopropyl amide; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00363a012