benzyl [5-methoxy-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-methoxy-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.: 1321938-57-1
• Molecular Formula: C₃₆H₃₄N₂O₆
• Molecular Weight: 590.676
• Mol file: 1321938-57-1.mol

Synonyms:benzyl [5-methoxy-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-methoxy-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-methoxy-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 6 articles about benzyl [5-methoxy-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: 26.0%

4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl chloride (502607-40-1) + (5-methoxy-2-methyl-1H-indol-3-yl)acetic acid benzyl ester (3285-40-3) → benzyl [5-methoxy-2-methyl-1-(4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl)-1H-indol-3-yl]acetate (1321938-57-1)

Guidance literature:

With tetrabutyl-ammonium chloride; sodium hydroxide; In dichloromethane; water; at 20 ℃; for 1h;

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-methoxy-2-methyl-1-(4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl)-1H-indol-3-yl]acetate (1321938-57-1)

Guidance literature:

Multi-step reaction with 2 steps

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

2: tetrabutyl-ammonium chloride; sodium hydroxide / dichloromethane; water / 1 h / 20 °C

With oxalyl dichloride; tetrabutyl-ammonium chloride; N,N-dimethyl-formamide; sodium hydroxide; In 1,2-dimethoxyethane; dichloromethane; water;

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-methoxy-2-methyl-1-(4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl)-1H-indol-3-yl]acetate (1321938-57-1)

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: tetrabutyl-ammonium chloride; sodium hydroxide / dichloromethane; water / 1 h / 20 °C

With oxalyl dichloride; tetrabutyl-ammonium chloride; N,N-dimethyl-formamide; sodium hydroxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water;

DOI:10.1016/j.bmc.2011.06.014

upstream raw materials:

[(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

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

(5-methoxy-2-methyl-1H-indol-3-yl)acetic acid benzyl ester