(3S)-3-(4-{[(1R)-4,6-dimethyl-2,3-dihydro-1H-inden-1-yl]oxy}phenyl)-3-ethoxypropionic acid

Base Information

• Chemical Name: (3S)-3-(4-{[(1R)-4,6-dimethyl-2,3-dihydro-1H-inden-1-yl]oxy}phenyl)-3-ethoxypropionic acid
• CAS No.: 1202576-63-3
• Molecular Formula: C₂₂H₂₆O₄
• Molecular Weight: 354.446
• Mol file: 1202576-63-3.mol

Synonyms:(3S)-3-(4-{[(1R)-4,6-dimethyl-2,3-dihydro-1H-inden-1-yl]oxy}phenyl)-3-ethoxypropionic acid

Chemical Property of (3S)-3-(4-{[(1R)-4,6-dimethyl-2,3-dihydro-1H-inden-1-yl]oxy}phenyl)-3-ethoxypropionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-3-(4-{[(1R)-4,6-dimethyl-2,3-dihydro-1H-inden-1-yl]oxy}phenyl)-3-ethoxypropionic acid

There total 13 articles about (3S)-3-(4-{[(1R)-4,6-dimethyl-2,3-dihydro-1H-inden-1-yl]oxy}phenyl)-3-ethoxypropionic 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: 64.0%

(3S)-3-(4-{[(1R)-4,6-Dimethyl-2,3-dihydro-1H-inden-1-yl]oxy}phenyl)-3-ethoxypropan-1-ol (1202578-18-4) → (3S)-3-(4-{[(1R)-4,6-dimethyl-2,3-dihydro-1H-inden-1-yl]oxy}phenyl)-3-ethoxypropionic acid (1202576-63-3)

Guidance literature:

(3S)-3-(4-{[(1R)-4,6-Dimethyl-2,3-dihydro-1H-inden-1-yl]oxy}phenyl)-3-ethoxypropan-1-ol; With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; In water; acetonitrile; at 0 - 20 ℃; Phosphate buffer;

With water; sodium hydroxide; In acetonitrile; at 0 ℃; pH=8 - 9;

With hydrogenchloride; In water; acetonitrile; pH=3 - 4;

Reference yield:

2,4-dimethylbenzaldehyde (15764-16-6) → (3S)-3-(4-{[(1R)-4,6-dimethyl-2,3-dihydro-1H-inden-1-yl]oxy}phenyl)-3-ethoxypropionic acid (1202576-63-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium hydride / tetrahydrofuran / 0 °C / Inert atmosphere

1.2: 0 °C / Inert atmosphere

2.1: hydrogen / ethanol / 20 °C

2.2: 20 °C

3.1: polyphosphoric acid / water / 1 h / 90 °C / Cooling with ice

4.1: triethylamine; formic acid / Noyori's catalyst / dichloromethane / 20 - 40 °C / Inert atmosphere

5.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toleuene / 20 °C / Inert atmosphere

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

7.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite / acetonitrile; water / 0 - 20 °C / Phosphate buffer

7.2: 0 °C / pH 8 - 9

7.3: pH 3 - 4

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; formic acid; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; triethylamine; triphenylphosphine; diethylazodicarboxylate; Noyori's catalyst; In tetrahydrofuran; ethanol; dichloromethane; toleuene; water; acetonitrile;

Reference yield:

3-(2,4-dimethylphenyl)propionic acid (1811-85-4) → (3S)-3-(4-{[(1R)-4,6-dimethyl-2,3-dihydro-1H-inden-1-yl]oxy}phenyl)-3-ethoxypropionic acid (1202576-63-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: polyphosphoric acid / water / 1 h / 90 °C / Cooling with ice

2.1: triethylamine; formic acid / Noyori's catalyst / dichloromethane / 20 - 40 °C / Inert atmosphere

3.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toleuene / 20 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

5.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite / acetonitrile; water / 0 - 20 °C / Phosphate buffer

5.2: 0 °C / pH 8 - 9

5.3: pH 3 - 4

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; formic acid; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; diethylazodicarboxylate; Noyori's catalyst; In tetrahydrofuran; dichloromethane; toleuene; water; acetonitrile;

upstream raw materials:

2,4-dimethylbenzaldehyde

3-(2,4-dimethylphenyl)propionic acid

4,6-dimethyl-2,3-dihydro-1H-inden-1-one

methyl 3-[4-(benzyloxy)phenyl]-3-oxopropanoate