3-hydroxy-1-(4-methoxybenzyl)-3-(prop-2-yn-1-yl)-1,3-dihydroindol-2-one

Base Information

• Chemical Name: 3-hydroxy-1-(4-methoxybenzyl)-3-(prop-2-yn-1-yl)-1,3-dihydroindol-2-one
• CAS No.: 1019995-88-0
• Molecular Formula: C₁₉H₁₇NO₃
• Molecular Weight: 307.349

Synonyms:3-hydroxy-1-(4-methoxybenzyl)-3-(prop-2-yn-1-yl)-1,3-dihydroindol-2-one

Chemical Property of 3-hydroxy-1-(4-methoxybenzyl)-3-(prop-2-yn-1-yl)-1,3-dihydroindol-2-one

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Technology Process of 3-hydroxy-1-(4-methoxybenzyl)-3-(prop-2-yn-1-yl)-1,3-dihydroindol-2-one

There total 3 articles about 3-hydroxy-1-(4-methoxybenzyl)-3-(prop-2-yn-1-yl)-1,3-dihydroindol-2-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: 92.0%

C19H17NO2 (1019995-80-2) → 3-hydroxy-1-(4-methoxybenzyl)-3-(prop-2-yn-1-yl)-1,3-dihydroindol-2-one (1019995-88-0)

Guidance literature:

C₁₉H₁₇NO₂; With potassium hydroxide; (1S,2S,4S,5R)-1-(anthracen-9-ylmethyl)-2-((R)-hydroxy(quinolin-4-yl)methyl)-5-vinyl-1-azoniabicyclo[2.2.2]octane chloride; water; oxygen; triethyl phosphite; In toluene; at -20 ℃; for 24h;

With hydrogenchloride; water; In toluene; optical yield given as %ee; enantioselective reaction;

DOI:10.1021/ol800260r

Reference yield: 83.0%

C19H17NO2 (1019995-80-2) → 3-hydroxy-1-(4-methoxybenzyl)-3-(prop-2-yn-1-yl)-1,3-dihydroindol-2-one (1019995-88-0) + C19H17NO4

Guidance literature:

C₁₉H₁₇NO₂; With (4S,5S)-2-((4S,5S)-1,3-bis(3,5-bis(trifluoromethyl)benzyl)-4,5-diphenylimidazolidin-2-ylideneamino)-1,3-bis(4-chlorobenzyl)-4,5-diphenyl-4,5-dihydro-1H-imidazol-3-ium chloride; In toluene; at -60 ℃; for 0.5h; Inert atmosphere;

With potassium hydroxide; In toluene; at -60 ℃; enantioselective reaction;

DOI:10.1021/ol302030v

Reference yield:

C19H17NO2 (1019995-80-2) → 3-hydroxy-1-(4-methoxybenzyl)-3-(prop-2-yn-1-yl)-1,3-dihydroindol-2-one (1019995-88-0) + C19H17NO3 + C19H17NO4 + C19H17NO4

Guidance literature:

With (4S,5S)-2-((4S,5S)-1,3-bis(3,5-bis(trifluoromethyl)benzyl)-4,5-diphenylimidazolidin-2-ylideneamino)-1,3-bis(4-chlorobenzyl)-4,5-diphenyl-4,5-dihydro-1H-imidazol-3-ium chloride; oxygen; potassium hydroxide; In tetrahydrofuran; water; toluene; at -60 ℃; for 48h; Overall yield = 95 %; enantioselective reaction;

DOI:10.1016/j.catcom.2016.04.016

upstream raw materials:

C₁₉H₁₇NO₂

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