benzyl [5-chloro-2-methyl-1-(4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl)-1H-indol-3-yl]acetate

Base Information

• Chemical Name: benzyl [5-chloro-2-methyl-1-(4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl)-1H-indol-3-yl]acetate
• CAS No.: 502606-12-4
• Molecular Formula: C₃₅H₃₁ClN₂O₅
• Molecular Weight: 595.095
• Mol file: 502606-12-4.mol

Synonyms:benzyl [5-chloro-2-methyl-1-(4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl)-1H-indol-3-yl]acetate

Chemical Property of benzyl [5-chloro-2-methyl-1-(4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl)-1H-indol-3-yl]acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl [5-chloro-2-methyl-1-(4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl)-1H-indol-3-yl]acetate

There total 7 articles about benzyl [5-chloro-2-methyl-1-(4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl)-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: 42.0%

4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl chloride (502607-40-1) + C18H16ClNO2 (1321938-44-6) → benzyl [5-chloro-2-methyl-1-(4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl)-1H-indol-3-yl]acetate (502606-12-4)

Guidance literature:

With dmap; triethylamine; In ethyl acetate; acetonitrile; at 40 ℃; for 14h;

DOI:10.1016/j.bmc.2011.06.014

Reference yield:

4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoic acid → benzyl [5-chloro-2-methyl-1-(4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl)-1H-indol-3-yl]acetate (502606-12-4)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / 1,2-dimethoxyethane / 1 h / 40 °C

2: dmap; triethylamine / ethyl acetate; acetonitrile / 14 h / 40 °C

With dmap; oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In 1,2-dimethoxyethane; ethyl acetate; acetonitrile;

DOI:10.1016/j.bmc.2011.06.014

Reference yield:

methyl 4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoate (502434-61-9) → benzyl [5-chloro-2-methyl-1-(4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl)-1H-indol-3-yl]acetate (502606-12-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / tetrahydrofuran; methanol; water / 3 h / 50 °C

2: oxalyl dichloride; N,N-dimethyl-formamide / 1,2-dimethoxyethane / 1 h / 40 °C

3: dmap; triethylamine / ethyl acetate; acetonitrile / 14 h / 40 °C

With dmap; oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; sodium hydroxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; ethyl acetate; acetonitrile;

DOI:10.1016/j.bmc.2011.06.014

upstream raw materials:

4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl chloride

C₁₈H₁₆ClNO₂

[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methyl 4-methylbenzenesulfonate

methyl 4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoate