(R)-3-{(S)-4-[1-(4-Bromo-benzyl)-5-methoxy-2-methyl-1H-indol-3-yl]-3-methyl-butyryl}-4-isopropyl-oxazolidin-2-one

Base Information

Chemical Name:(R)-3-{(S)-4-[1-(4-Bromo-benzyl)-5-methoxy-2-methyl-1H-indol-3-yl]-3-methyl-butyryl}-4-isopropyl-oxazolidin-2-one
CAS No.:176045-84-4
Molecular Formula:C₂₈H₃₃BrN₂O₄
Molecular Weight:541.485
Hs Code.:

Synonyms:(R)-3-{(S)-4-[1-(4-Bromo-benzyl)-5-methoxy-2-methyl-1H-indol-3-yl]-3-methyl-butyryl}-4-isopropyl-oxazolidin-2-one

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Chemical Property of (R)-3-{(S)-4-[1-(4-Bromo-benzyl)-5-methoxy-2-methyl-1H-indol-3-yl]-3-methyl-butyryl}-4-isopropyl-oxazolidin-2-one

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Technology Process of (R)-3-{(S)-4-[1-(4-Bromo-benzyl)-5-methoxy-2-methyl-1H-indol-3-yl]-3-methyl-butyryl}-4-isopropyl-oxazolidin-2-one

There total 6 articles about (R)-3-{(S)-4-[1-(4-Bromo-benzyl)-5-methoxy-2-methyl-1H-indol-3-yl]-3-methyl-butyryl}-4-isopropyl-oxazolidin-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:

: 539-88-8
4-oxopentanoic acid ethyl ester

: 176045-84-4
(R)-3-{(S)-4-[1-(4-Bromo-benzyl)-5-methoxy-2-methyl-1H-indol-3-yl]-3-methyl-butyryl}-4-isopropyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) HOAc, 2.) HCl / 1.) toluene, room temp., 2.) EtOH, reflux

2: 1.) DIBALH, 2.) tartaric acid / 1.) CH₂Cl₂, toluene, -100 deg C, 2.) MeOH

3: 92 percent / toluene / 80 °C

4: CuI, TMSCl / diethyl ether; tetrahydrofuran / -78 - 20 °C

5: NaOH / methanol; tetrahydrofuran / 2 h / Heating

6: 1.) KHMDS, pivaloyl chloride / 1.) 0 deg C, 2.) THF, -78 to 0 deg C

With hydrogenchloride; sodium hydroxide; copper(l) iodide; chloro-trimethyl-silane; pivaloyl chloride; potassium hexamethylsilazane; diisobutylaluminium hydride; acetic acid; tartaric acid; In tetrahydrofuran; methanol; diethyl ether; toluene;
DOI:10.1016/0960-894X(96)00101-1

Reference yield:

: 176045-80-0
N-(4-bromobenzyl)-N-(4-methoxyphenyl)-hydrazine

: 176045-84-4
(R)-3-{(S)-4-[1-(4-Bromo-benzyl)-5-methoxy-2-methyl-1H-indol-3-yl]-3-methyl-butyryl}-4-isopropyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) HOAc, 2.) HCl / 1.) toluene, room temp., 2.) EtOH, reflux

2: 1.) DIBALH, 2.) tartaric acid / 1.) CH₂Cl₂, toluene, -100 deg C, 2.) MeOH

3: 92 percent / toluene / 80 °C

4: CuI, TMSCl / diethyl ether; tetrahydrofuran / -78 - 20 °C

5: NaOH / methanol; tetrahydrofuran / 2 h / Heating

6: 1.) KHMDS, pivaloyl chloride / 1.) 0 deg C, 2.) THF, -78 to 0 deg C

With hydrogenchloride; sodium hydroxide; copper(l) iodide; chloro-trimethyl-silane; pivaloyl chloride; potassium hexamethylsilazane; diisobutylaluminium hydride; acetic acid; tartaric acid; In tetrahydrofuran; methanol; diethyl ether; toluene;
DOI:10.1016/0960-894X(96)00101-1

Reference yield:

: 176045-81-1
(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl)-acetaldehyde

: 176045-84-4
(R)-3-{(S)-4-[1-(4-Bromo-benzyl)-5-methoxy-2-methyl-1H-indol-3-yl]-3-methyl-butyryl}-4-isopropyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / toluene / 80 °C

2: CuI, TMSCl / diethyl ether; tetrahydrofuran / -78 - 20 °C

3: NaOH / methanol; tetrahydrofuran / 2 h / Heating

4: 1.) KHMDS, pivaloyl chloride / 1.) 0 deg C, 2.) THF, -78 to 0 deg C

With sodium hydroxide; copper(l) iodide; chloro-trimethyl-silane; pivaloyl chloride; potassium hexamethylsilazane; In tetrahydrofuran; methanol; diethyl ether; toluene;
DOI:10.1016/0960-894X(96)00101-1