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

Base Information

Chemical Name:(3S)-3-(4-{[(1R)-4-cyclopropyl-2,3-dihydro-1H-inden-1-yl]oxy}phenyl)-3-ethoxypropanoic acid
CAS No.:1202576-65-5
Molecular Formula:C₂₃H₂₆O₄
Molecular Weight:366.457
Hs Code.:

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

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

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

There total 8 articles about (3S)-3-(4-{[(1R)-4-cyclopropyl-2,3-dihydro-1H-inden-1-yl]oxy}phenyl)-3-ethoxypropanoic 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: 90.0%

: 1202578-24-2
(3S)-3-(4-{[(1R)-4-Cyclopropyl-2,3-dihydro-1H-inden-1-yl]oxy}phenyl)-3-ethoxypropan-1-ol

: 1202576-65-5
(3S)-3-(4-{[(1R)-4-cyclopropyl-2,3-dihydro-1H-inden-1-yl]oxy}phenyl)-3-ethoxypropanoic acid

Guidance literature:: With sodium hypochlorite; sodium chlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In aq. phosphate buffer; acetonitrile; at 0 - 10 ℃; for 2h; pH=6.8;
DOI:10.1016/j.bmc.2015.07.028

Reference yield:

: 1202577-74-9
methyl (3S)-3-(4-benzyloxyphenyl)-3-hydroxy propionate

: 1202576-65-5
(3S)-3-(4-{[(1R)-4-cyclopropyl-2,3-dihydro-1H-inden-1-yl]oxy}phenyl)-3-ethoxypropanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 0 - 20 °C

3: sodium hydride / N,N-dimethyl-formamide; mineral oil / 3 h / 0 - 20 °C

4: Raney nickel / tetrahydrofuran / 14 h / 20 °C / Inert atmosphere

5: diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 10 h / 50 °C / Inert atmosphere

6: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 40 °C / Inert atmosphere

7: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hypochlorite; sodium chlorite / acetonitrile; aq. phosphate buffer / 2 h / 0 - 10 °C / pH 6.8

With 1H-imidazole; sodium hypochlorite; sodium chlorite; lithium aluminium tetrahydride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutyl ammonium fluoride; sodium hydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; aq. phosphate buffer; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil; 5: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2015.07.028

Reference yield:

: 705939-73-7
methyl 3-[4-(benzyloxy)phenyl]-3-oxopropanoate

: 1202576-65-5
(3S)-3-(4-{[(1R)-4-cyclopropyl-2,3-dihydro-1H-inden-1-yl]oxy}phenyl)-3-ethoxypropanoic acid

Guidance literature:: Multi-step reaction with 8 steps

1: triethylamine; formic acid; chloro([(S,2S)-(?)-2-amino-1,2-diphenylethyl](4-toluenesulfonyl)amido)(mesitylene)ruthenium (II) / 2 h / 35 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

3: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 0 - 20 °C

4: sodium hydride / N,N-dimethyl-formamide; mineral oil / 3 h / 0 - 20 °C

5: Raney nickel / tetrahydrofuran / 14 h / 20 °C / Inert atmosphere

6: diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 10 h / 50 °C / Inert atmosphere

7: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 40 °C / Inert atmosphere

8: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hypochlorite; sodium chlorite / acetonitrile; aq. phosphate buffer / 2 h / 0 - 10 °C / pH 6.8

With 1H-imidazole; sodium hypochlorite; sodium chlorite; lithium aluminium tetrahydride; chloro([(S,2S)-(?)-2-amino-1,2-diphenylethyl](4-toluenesulfonyl)amido)(mesitylene)ruthenium (II); formic acid; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; aq. phosphate buffer; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil; 6: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2015.07.028