(3S)-3-[(2S)-2-hydroxy-2-(4-methylphenyl)ethyl]-2,3-dihydro-1H-isoindol-1-one

Base Information

Chemical Name:(3S)-3-[(2S)-2-hydroxy-2-(4-methylphenyl)ethyl]-2,3-dihydro-1H-isoindol-1-one
CAS No.:944052-68-0
Molecular Formula:C₁₇H₁₇NO₂
Molecular Weight:267.327
Hs Code.:

Synonyms:(3S)-3-[(2S)-2-hydroxy-2-(4-methylphenyl)ethyl]-2,3-dihydro-1H-isoindol-1-one

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Chemical Property of (3S)-3-[(2S)-2-hydroxy-2-(4-methylphenyl)ethyl]-2,3-dihydro-1H-isoindol-1-one

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Technology Process of (3S)-3-[(2S)-2-hydroxy-2-(4-methylphenyl)ethyl]-2,3-dihydro-1H-isoindol-1-one

There total 5 articles about (3S)-3-[(2S)-2-hydroxy-2-(4-methylphenyl)ethyl]-2,3-dihydro-1H-isoindol-1-one 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: 67.0%

: 944052-65-7
{(1S)-2-[(1S)-3-oxo-2,3-dihydro-1H-isoindol-1-yl]-1-(4-methylphenyl)ethyl} benzoate

: 944052-68-0
(3S)-3-[(2S)-2-hydroxy-2-(4-methylphenyl)ethyl]-2,3-dihydro-1H-isoindol-1-one

Guidance literature:: With Li[AlH₂(OCH₃)2]; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1002/jhet.5570440312

Reference yield:

: C₁₇H₁₆INO₂

: 944052-68-0
(3S)-3-[(2S)-2-hydroxy-2-(4-methylphenyl)ethyl]-2,3-dihydro-1H-isoindol-1-one

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / dimethyl sulfoxide / 3 h / 80 °C / Inert atmosphere

2: lithium hydroxide / water; ethanol; tetrahydrofuran / 3 h / 0 °C

3: 2-(diphenylphosphino)pyridine; azodicarboxylic acid bis(2-methoxyethyl) ester / tetrahydrofuran / 3 h / 20 °C

4: molybdenum hexacarbonyl; triethylamine / water; acetonitrile / 12 h / 80 °C

With azodicarboxylic acid bis(2-methoxyethyl) ester; 2-(diphenylphosphino)pyridine; palladium diacetate; triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; lithium hydroxide; molybdenum hexacarbonyl; In tetrahydrofuran; ethanol; water; dimethyl sulfoxide; acetonitrile; 3: |Mitsunobu Displacement;
DOI:10.1021/jacs.7b04795

Reference yield:

: 622-97-9,24936-41-2
1-ethenyl-4-methylbenzene

: 944052-68-0
(3S)-3-[(2S)-2-hydroxy-2-(4-methylphenyl)ethyl]-2,3-dihydro-1H-isoindol-1-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: (R)-3,3'-di(4-tert-butylphenyl)(1,1'-binaphthyl)-2,2'-disulfonic acid; magnesium ethylate; potassium tert-butylate / monoethylene glycol diethyl ether / 0.5 h / 0 °C / Inert atmosphere; Molecular sieve

1.2: 5 h / 0 °C / Inert atmosphere; Molecular sieve

2.1: triethylamine; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / dimethyl sulfoxide / 3 h / 80 °C / Inert atmosphere

3.1: lithium hydroxide / water; ethanol; tetrahydrofuran / 3 h / 0 °C

4.1: 2-(diphenylphosphino)pyridine; azodicarboxylic acid bis(2-methoxyethyl) ester / tetrahydrofuran / 3 h / 20 °C

5.1: molybdenum hexacarbonyl; triethylamine / water; acetonitrile / 12 h / 80 °C

With azodicarboxylic acid bis(2-methoxyethyl) ester; 2-(diphenylphosphino)pyridine; (R)-3,3'-di(4-tert-butylphenyl)(1,1'-binaphthyl)-2,2'-disulfonic acid; potassium tert-butylate; palladium diacetate; magnesium ethylate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium hydroxide; molybdenum hexacarbonyl; In tetrahydrofuran; ethanol; monoethylene glycol diethyl ether; water; dimethyl sulfoxide; acetonitrile; 4.1: |Mitsunobu Displacement;
DOI:10.1021/jacs.7b04795