(5R)-(3-chlorophenyl)-3-[(2R)-(7-hydroxy-1H-indol-3-yl)propyl]-1,3-oxazolidin-2-one

Base Information

Chemical Name:(5R)-(3-chlorophenyl)-3-[(2R)-(7-hydroxy-1H-indol-3-yl)propyl]-1,3-oxazolidin-2-one
CAS No.:853022-60-3
Molecular Formula:C₂₀H₁₉ClN₂O₃
Molecular Weight:370.835
Hs Code.:

Synonyms:(5R)-(3-chlorophenyl)-3-[(2R)-(7-hydroxy-1H-indol-3-yl)propyl]-1,3-oxazolidin-2-one

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Chemical Property of (5R)-(3-chlorophenyl)-3-[(2R)-(7-hydroxy-1H-indol-3-yl)propyl]-1,3-oxazolidin-2-one

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Technology Process of (5R)-(3-chlorophenyl)-3-[(2R)-(7-hydroxy-1H-indol-3-yl)propyl]-1,3-oxazolidin-2-one

There total 6 articles about (5R)-(3-chlorophenyl)-3-[(2R)-(7-hydroxy-1H-indol-3-yl)propyl]-1,3-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: 77.0%

: 566200-66-6
3-[(2R)-(7-benzyloxy-1H-indol-3-yl)propyl]-(5R)-(3-chlorophenyl)-1,3-oxazolidin-2-one

: 853022-60-3
(5R)-(3-chlorophenyl)-3-[(2R)-(7-hydroxy-1H-indol-3-yl)propyl]-1,3-oxazolidin-2-one

Guidance literature:: With hydrogen; Rh on carbon; In ethanol; at 50 - 55 ℃; for 36h; atmospheric pressure;
DOI:10.1248/cpb.53.184

Reference yield:

: 20289-27-4
7-benzyloxyindole

: 853022-60-3
(5R)-(3-chlorophenyl)-3-[(2R)-(7-hydroxy-1H-indol-3-yl)propyl]-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: phosphorus oxychloride / 2 h / 20 °C

2: ammonium acetate; Ac₂O; AcONa / AcOH / 2 h / Heating

3: LiAlH₄ / tetrahydrofuran; diethyl ether / 5.5 h / Heating

4: 47 percent / methanol / 28 h / 20 °C

5: 48 percent / Et₃N / tetrahydrofuran / 16 h / 20 °C

6: 77 percent / H₂ / Rh/C / ethanol / 36 h / 50 - 55 °C / atmospheric pressure

With ammonium acetate; lithium aluminium tetrahydride; hydrogen; sodium acetate; acetic anhydride; triethylamine; trichlorophosphate; Rh on carbon; acetic acid; In tetrahydrofuran; methanol; diethyl ether; ethanol; 1: Vilsmeier reaction;
DOI:10.1248/cpb.53.184

Reference yield:

: 92855-65-7
7-(benzyloxy)-1H-indole-3-carbaldehyde

: 853022-60-3
(5R)-(3-chlorophenyl)-3-[(2R)-(7-hydroxy-1H-indol-3-yl)propyl]-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: ammonium acetate; Ac₂O; AcONa / AcOH / 2 h / Heating

2: LiAlH₄ / tetrahydrofuran; diethyl ether / 5.5 h / Heating

3: 47 percent / methanol / 28 h / 20 °C

4: 48 percent / Et₃N / tetrahydrofuran / 16 h / 20 °C

5: 77 percent / H₂ / Rh/C / ethanol / 36 h / 50 - 55 °C / atmospheric pressure

With ammonium acetate; lithium aluminium tetrahydride; hydrogen; sodium acetate; acetic anhydride; triethylamine; Rh on carbon; acetic acid; In tetrahydrofuran; methanol; diethyl ether; ethanol;
DOI:10.1248/cpb.53.184