2-[2-(7-benzyloxy-1H-indol-3-yl)-1-methyl-ethylamino]-1-(3-chloro-phenyl)-ethanol

Base Information

• Chemical Name: 2-[2-(7-benzyloxy-1H-indol-3-yl)-1-methyl-ethylamino]-1-(3-chloro-phenyl)-ethanol
• CAS No.: 566200-63-3
• Molecular Formula: C₂₆H₂₇ClN₂O₂
• Molecular Weight: 434.966
• Mol file: 566200-63-3.mol

Synonyms:2-[2-(7-benzyloxy-1H-indol-3-yl)-1-methyl-ethylamino]-1-(3-chloro-phenyl)-ethanol

Chemical Property of 2-[2-(7-benzyloxy-1H-indol-3-yl)-1-methyl-ethylamino]-1-(3-chloro-phenyl)-ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[2-(7-benzyloxy-1H-indol-3-yl)-1-methyl-ethylamino]-1-(3-chloro-phenyl)-ethanol

There total 5 articles about 2-[2-(7-benzyloxy-1H-indol-3-yl)-1-methyl-ethylamino]-1-(3-chloro-phenyl)-ethanol 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: 47.0%

(S)-3-chlorostyrene oxide (115648-90-3) + (+/-)-3-(2-aminopropyl)-7-benzyloxyindole (179819-93-3) → 2-[2-(7-benzyloxy-1H-indol-3-yl)-1-methyl-ethylamino]-1-(3-chloro-phenyl)-ethanol (566200-63-3)

Guidance literature:

In methanol; at 20 ℃; for 28h;

DOI:10.1248/cpb.53.184

Reference yield:

7-benzyloxyindole (20289-27-4) → 2-[2-(7-benzyloxy-1H-indol-3-yl)-1-methyl-ethylamino]-1-(3-chloro-phenyl)-ethanol (566200-63-3)

Guidance literature:

Multi-step reaction with 4 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

With ammonium acetate; lithium aluminium tetrahydride; sodium acetate; acetic anhydride; trichlorophosphate; acetic acid; In tetrahydrofuran; methanol; diethyl ether; 1: Vilsmeier reaction;

DOI:10.1248/cpb.53.184

Reference yield:

7-(benzyloxy)-1H-indole-3-carbaldehyde (92855-65-7) → 2-[2-(7-benzyloxy-1H-indol-3-yl)-1-methyl-ethylamino]-1-(3-chloro-phenyl)-ethanol (566200-63-3)

Guidance literature:

Multi-step reaction with 3 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

With ammonium acetate; lithium aluminium tetrahydride; sodium acetate; acetic anhydride; acetic acid; In tetrahydrofuran; methanol; diethyl ether;

DOI:10.1248/cpb.53.184

upstream raw materials:

(R)-meta-chlorostyrene oxide

(+/-)-3-(2-aminopropyl)-7-benzyloxyindole

(S)-3-chlorostyrene oxide

7-benzyloxyindole

Downstream raw materials:

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

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

(R)-5-(3-Chloro-phenyl)-3-[(S)-2-(7-methoxy-1H-indol-3-yl)-1-methyl-ethyl]-oxazolidin-2-one

(R)-5-(3-Chloro-phenyl)-3-[(R)-2-(7-methoxy-1H-indol-3-yl)-1-methyl-ethyl]-oxazolidin-2-one