methyl [1-(2-chloro-6-iodobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate

Base Information

• Chemical Name: methyl [1-(2-chloro-6-iodobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate
• CAS No.: 1267907-62-9
• Molecular Formula: C₂₀H₁₇ClINO₄
• Molecular Weight: 497.717
• Mol file: 1267907-62-9.mol

Synonyms:

Chemical Property of methyl [1-(2-chloro-6-iodobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl [1-(2-chloro-6-iodobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate

There total 1 articles about methyl [1-(2-chloro-6-iodobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate 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: 62.0%

2-chloro-6-iodobenzoyl chloride (1261850-84-3) + methyl (5-methoxy-2-methyl-1H-indol-3-yl)acetate (7588-36-5) → methyl [1-(2-chloro-6-iodobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate (1267916-69-7,1267907-62-9,1267916-66-4)

Guidance literature:

methyl (5-methoxy-2-methyl-1H-indol-3-yl)acetate; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at 20 ℃; for 0.0833333h;

2-chloro-6-iodobenzoyl chloride; In tetrahydrofuran; toluene; at 20 ℃; for 2h;

DOI:10.1021/ol103008d

Reference yield:

methyl [1-(2-chloro-6-iodobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate (1267916-69-7,1267907-62-9,1267916-66-4) → methyl [1-(2-chloro-6-iodobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate + methyl [1-(2-chloro-6-iodobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate

Guidance literature:

With CHIRALPAK IB; In hexane; isopropyl alcohol; at 28 ℃; optical yield given as %ee; Resolution of racemate;

DOI:10.1021/ol103008d

Reference yield:

methyl [1-(2-chloro-6-iodobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate (1267916-69-7,1267907-62-9,1267916-66-4) → (aR)-1-(2-chloro-6-iodobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl acetic acid

Guidance literature:

Multi-step reaction with 4 steps

1: CHIRALPAK IB / hexane; isopropyl alcohol / 28 °C / Resolution of racemate

2: water; sodium hydroxide / tetrahydrofuran / 1 h / 20 °C

3: ethanol / 48 h / 37 °C

4: CHIRALPAK IB / hexane; ethyl acetate; trifluoroacetic acid / 27 °C / Resolution of racemate

With water; sodium hydroxide; In tetrahydrofuran; ethanol; hexane; ethyl acetate; isopropyl alcohol; trifluoroacetic acid;

DOI:10.1021/ol103008d

upstream raw materials:

2-chloro-6-iodobenzoyl chloride

methyl (5-methoxy-2-methyl-1H-indol-3-yl)acetate

Downstream raw materials:

1-(2-chloro-6-iodobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl acetic acid