(1S)-2-[(1R)-2-methyl-2,3-dihydro-1H-isoindol-1-yl]-1-(4-methylphenyl)ethanol

Base Information

Chemical Name:(1S)-2-[(1R)-2-methyl-2,3-dihydro-1H-isoindol-1-yl]-1-(4-methylphenyl)ethanol
CAS No.:1338320-06-1
Molecular Formula:C₁₈H₂₁NO
Molecular Weight:267.371
Hs Code.:

Synonyms:(1S)-2-[(1R)-2-methyl-2,3-dihydro-1H-isoindol-1-yl]-1-(4-methylphenyl)ethanol

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Chemical Property of (1S)-2-[(1R)-2-methyl-2,3-dihydro-1H-isoindol-1-yl]-1-(4-methylphenyl)ethanol

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Technology Process of (1S)-2-[(1R)-2-methyl-2,3-dihydro-1H-isoindol-1-yl]-1-(4-methylphenyl)ethanol

There total 5 articles about (1S)-2-[(1R)-2-methyl-2,3-dihydro-1H-isoindol-1-yl]-1-(4-methylphenyl)ethanol 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:

: 1338225-89-0
(3S,4aR)-3-(4-methylphenyl)-3,4,4a,9-tetrahydro-1,3-oxazino[4,3-a]isoindole

: 1338320-06-1
(1S)-2-[(1R)-2-methyl-2,3-dihydro-1H-isoindol-1-yl]-1-(4-methylphenyl)ethanol

Guidance literature:: With sodium cyanoborohydride; acetic acid; In methanol; for 2.5h; pH=4 - 5; Inert atmosphere;
DOI:10.1016/j.bmcl.2011.07.119

Reference yield:

: 944052-53-3
(3R)-3-[2-(4-methylphenyl)-2-oxoethyl]-2-[(1S,5R)-5,8,8-trimethyl-2-oxo-3-oxabicyclo[3.2.1]octane-1-carbonyl]-2,3-dihydroisoindol-1-one

: 1338320-06-1
(1S)-2-[(1R)-2-methyl-2,3-dihydro-1H-isoindol-1-yl]-1-(4-methylphenyl)ethanol

Guidance literature:: Multi-step reaction with 5 steps

1: Li[Al(tBuO)3H] / tetrahydrofuran / 16 h / 0 °C / Inert atmosphere

2: lithium borohydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3: dimethylsulfide borane complex / tetrahydrofuran / Cooling with ice; Reflux; Inert atmosphere

4: tetrahydrofuran; water / 16 h / Inert atmosphere

5: sodium cyanoborohydride; acetic acid / methanol / 2.5 h / pH 4 - 5 / Inert atmosphere

With lithium borohydride; dimethylsulfide borane complex; Li[Al(tBuO)3H]; sodium cyanoborohydride; acetic acid; In tetrahydrofuran; methanol; water;
DOI:10.1016/j.bmcl.2011.07.119

Reference yield:

: 1338225-77-6
(3R)-3-[(2S)-2-hydroxy-2-(4-methylphenyl)ethyl]-2,3-dihydro-1H-isoindol-1-one

: 1338320-06-1
(1S)-2-[(1R)-2-methyl-2,3-dihydro-1H-isoindol-1-yl]-1-(4-methylphenyl)ethanol

Guidance literature:: Multi-step reaction with 3 steps

1: dimethylsulfide borane complex / tetrahydrofuran / Cooling with ice; Reflux; Inert atmosphere

2: tetrahydrofuran; water / 16 h / Inert atmosphere

3: sodium cyanoborohydride; acetic acid / methanol / 2.5 h / pH 4 - 5 / Inert atmosphere

With dimethylsulfide borane complex; sodium cyanoborohydride; acetic acid; In tetrahydrofuran; methanol; water;
DOI:10.1016/j.bmcl.2011.07.119