(S)-3-[(2R,3S)-3-(3,5-dimethoxyphenyl)-4,6-dimethoxy-1-oxo-indan-2-yl]-4-benzyloxazolidin-2-one

Base Information

Chemical Name:(S)-3-[(2R,3S)-3-(3,5-dimethoxyphenyl)-4,6-dimethoxy-1-oxo-indan-2-yl]-4-benzyloxazolidin-2-one
CAS No.:1448716-77-5
Molecular Formula:C₂₉H₂₉NO₇
Molecular Weight:503.552
Hs Code.:

Synonyms:(S)-3-[(2R,3S)-3-(3,5-dimethoxyphenyl)-4,6-dimethoxy-1-oxo-indan-2-yl]-4-benzyloxazolidin-2-one

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Chemical Property of (S)-3-[(2R,3S)-3-(3,5-dimethoxyphenyl)-4,6-dimethoxy-1-oxo-indan-2-yl]-4-benzyloxazolidin-2-one

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Technology Process of (S)-3-[(2R,3S)-3-(3,5-dimethoxyphenyl)-4,6-dimethoxy-1-oxo-indan-2-yl]-4-benzyloxazolidin-2-one

There total 5 articles about (S)-3-[(2R,3S)-3-(3,5-dimethoxyphenyl)-4,6-dimethoxy-1-oxo-indan-2-yl]-4-benzyloxazolidin-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:

: 1448716-75-3
(S,Z)-3-(1,3-bis(3,5-dimethoxyphenyl)-3-oxoprop-1-en-2-yl)-4-benzyloxazolidin-2-one

: 1448716-77-5
(S)-3-[(2R,3S)-3-(3,5-dimethoxyphenyl)-4,6-dimethoxy-1-oxo-indan-2-yl]-4-benzyloxazolidin-2-one

Guidance literature:: With methanesulfonic acid; In dichloromethane; at 0 - 18 ℃; for 72h; stereoselective reaction; Inert atmosphere;
DOI:10.1021/ol401752u

Reference yield:

: 205746-51-6
3,5-dimethoxy-β,β-dibromostyrene

: 1448716-77-5
(S)-3-[(2R,3S)-3-(3,5-dimethoxyphenyl)-4,6-dimethoxy-1-oxo-indan-2-yl]-4-benzyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / dichloromethane; water / 0 - 18 °C / Inert atmosphere

2.1: copper(II) sulphate hydrate; 1,10-Phenanthroline; potassium carbonate / toluene / 72 h / Inert atmosphere; Dean-Stark; Reflux

3.1: tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane / 3 h / -10 - 18 °C / Inert atmosphere

3.2: 24 h / 20 °C / Inert atmosphere

3.3: 4 h / Inert atmosphere

4.1: methanesulfonic acid / dichloromethane / 72 h / 0 - 18 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,10-Phenanthroline; methanesulfonic acid; copper(II) sulphate hydrate; N-benzyl-N,N,N-triethylammonium chloride; tri-n-butyl-tin hydride; potassium carbonate; potassium hydroxide; In dichloromethane; water; toluene; 4.1: |Nazarov Cyclization;
DOI:10.1021/ol401752u

Reference yield:

: 1448716-73-1
(S)-3-[(3,5-dimethoxyphenyl)ethynyl]-4-benzyloxazolidin-2-one

: 1448716-77-5
(S)-3-[(2R,3S)-3-(3,5-dimethoxyphenyl)-4,6-dimethoxy-1-oxo-indan-2-yl]-4-benzyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane / 3 h / -10 - 18 °C / Inert atmosphere

1.2: 24 h / 20 °C / Inert atmosphere

1.3: 4 h / Inert atmosphere

2.1: methanesulfonic acid / dichloromethane / 72 h / 0 - 18 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; methanesulfonic acid; tri-n-butyl-tin hydride; In dichloromethane; 2.1: |Nazarov Cyclization;
DOI:10.1021/ol401752u