3-{2-[3(R)-allyl-5-methoxy-1-methyl-2-oxoindolin-3-yl]acetyl}-4(R)-phenyloxazolidin-2-one

Base Information

Chemical Name:3-{2-[3(R)-allyl-5-methoxy-1-methyl-2-oxoindolin-3-yl]acetyl}-4(R)-phenyloxazolidin-2-one
CAS No.:1396316-89-4
Molecular Formula:C₂₄H₂₄N₂O₅
Molecular Weight:420.465
Hs Code.:

Synonyms:3-{2-[3(R)-allyl-5-methoxy-1-methyl-2-oxoindolin-3-yl]acetyl}-4(R)-phenyloxazolidin-2-one

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Chemical Property of 3-{2-[3(R)-allyl-5-methoxy-1-methyl-2-oxoindolin-3-yl]acetyl}-4(R)-phenyloxazolidin-2-one

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Technology Process of 3-{2-[3(R)-allyl-5-methoxy-1-methyl-2-oxoindolin-3-yl]acetyl}-4(R)-phenyloxazolidin-2-one

There total 5 articles about 3-{2-[3(R)-allyl-5-methoxy-1-methyl-2-oxoindolin-3-yl]acetyl}-4(R)-phenyloxazolidin-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:

: C₂₁H₁₆F₅NO₄

: 90319-52-1,7480-32-2
(4R)-phenyl-2-oxazolidinone

: 1396316-92-9
3-{2-[3(S)-allyl-5-methoxy-1-methyl-2-oxoindolin-3-yl]acetyl}-4(R)-phenyloxazolidin-2-one

: 1396316-89-4
3-{2-[3(R)-allyl-5-methoxy-1-methyl-2-oxoindolin-3-yl]acetyl}-4(R)-phenyloxazolidin-2-one

Guidance literature:: (4R)-phenyl-2-oxazolidinone; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

C₂₁H₁₆F₅NO₄; In tetrahydrofuran; for 0.5h; Inert atmosphere;
DOI:10.1016/j.bmc.2012.06.048

Reference yield:

: 1396316-56-5
2-(3-allyl-5-methoxy-1-methyl-2-oxoindolin-3-yl)acetonitrile

: 1396316-89-4
3-{2-[3(R)-allyl-5-methoxy-1-methyl-2-oxoindolin-3-yl]acetyl}-4(R)-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydroxide / methanol; water / 72 h / Reflux

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

3.2: 0.5 h / Inert atmosphere

With sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; water;
DOI:10.1016/j.bmc.2012.06.048

Reference yield:

: 62486-04-8
1-acetyl-2,3-dihydro-5-methoxy-1H-indol-3-one

: 1396316-89-4
3-{2-[3(R)-allyl-5-methoxy-1-methyl-2-oxoindolin-3-yl]acetyl}-4(R)-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: bromine / dichloromethane / 2 h / 0 °C / Inert atmosphere

2.1: acetonitrile / 24 h / Molecular sieve; Inert atmosphere

3.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

3.2: -78 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere; Cooling with ice

4.2: 20 °C / Inert atmosphere; Cooling with ice

5.1: sodium hydroxide / methanol; water / 72 h / Reflux

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

7.1: sodium hydride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

7.2: 0.5 h / Inert atmosphere

With potassium tert-butylate; bromine; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2012.06.048