1H-Indole-3-acetic acid, 1-[4-[[(2S)-3,4-dihydro-4-methyl-2H-1,4-benzoxazin-2-yl]methoxy]benzo yl]-5-fluoro-2-methyl-, phenylmethyl ester

Base Information

• Chemical Name: 1H-Indole-3-acetic acid, 1-[4-[[(2S)-3,4-dihydro-4-methyl-2H-1,4-benzoxazin-2-yl]methoxy]benzo yl]-5-fluoro-2-methyl-, phenylmethyl ester
• CAS No.: 502606-11-3
• Molecular Formula: C35H31FN2O5
• Molecular Weight: 578.64
• Mol file: 502606-11-3.mol

Synonyms:

Chemical Property of 1H-Indole-3-acetic acid, 1-[4-[[(2S)-3,4-dihydro-4-methyl-2H-1,4-benzoxazin-2-yl]methoxy]benzo yl]-5-fluoro-2-methyl-, phenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Indole-3-acetic acid, 1-[4-[[(2S)-3,4-dihydro-4-methyl-2H-1,4-benzoxazin-2-yl]methoxy]benzo yl]-5-fluoro-2-methyl-, phenylmethyl ester

There total 7 articles about 1H-Indole-3-acetic acid, 1-[4-[[(2S)-3,4-dihydro-4-methyl-2H-1,4-benzoxazin-2-yl]methoxy]benzo yl]-5-fluoro-2-methyl-, phenylmethyl ester 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: 85.0%

4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl chloride (502607-40-1) + C18H16FNO2 (1321938-46-8) → benzyl [5-fluoro-2-methyl-1-(4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl)-1H-indol-3-yl]acetate (502606-11-3)

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-fluoro-2-methyl-1-(4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl)-1H-indol-3-yl]acetate (502606-11-3)

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-fluoro-2-methyl-1-(4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl)-1H-indol-3-yl]acetate (502606-11-3)

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

C₁₈H₁₆FNO₂

[(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