N²,N³-bis(tert-butoxycarbonyl)-N¹-(3-(5-((Z)-3,5-dibromo-4-methoxybenzylidene)-3-(2,4-dimethoxybenzyl)-4-oxooxazolidin-2-yl)propyl)guanidine

Base Information

• Chemical Name: N²,N³-bis(tert-butoxycarbonyl)-N¹-(3-(5-((Z)-3,5-dibromo-4-methoxybenzylidene)-3-(2,4-dimethoxybenzyl)-4-oxooxazolidin-2-yl)propyl)guanidine
• CAS No.: 1627500-53-1
• Molecular Formula: C₃₄H₄₄Br₂N₄O₉
• Molecular Weight: 812.553
• Mol file: 1627500-53-1.mol

Synonyms:

Chemical Property of N²,N³-bis(tert-butoxycarbonyl)-N¹-(3-(5-((Z)-3,5-dibromo-4-methoxybenzylidene)-3-(2,4-dimethoxybenzyl)-4-oxooxazolidin-2-yl)propyl)guanidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N²,N³-bis(tert-butoxycarbonyl)-N¹-(3-(5-((Z)-3,5-dibromo-4-methoxybenzylidene)-3-(2,4-dimethoxybenzyl)-4-oxooxazolidin-2-yl)propyl)guanidine

There total 5 articles about N²,N³-bis(tert-butoxycarbonyl)-N¹-(3-(5-((Z)-3,5-dibromo-4-methoxybenzylidene)-3-(2,4-dimethoxybenzyl)-4-oxooxazolidin-2-yl)propyl)guanidine 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: 30.0%

2,3-di(tert-butoxycarbonyl)-1-(4-oxobutyl)guanidine (1221492-46-1) + 2-oxo-3-(phenyl)propionic acid (156-06-9) + 3-(3,5-dibromo-4-methoxyphenyl)-2-oxopropanoyl chloride (1627500-52-0) → N2,N3-bis(tert-butoxycarbonyl)-N1-(3-(5-((Z)-3,5-dibromo-4-methoxybenzylidene)-3-(2,4-dimethoxybenzyl)-4-oxooxazolidin-2-yl)propyl)guanidine (1627500-53-1)

Guidance literature:

2,3-di(tert-butoxycarbonyl)-1-(4-oxobutyl)guanidine; 2-oxo-3-(phenyl)propionic acid; With magnesium sulfate; In dichloromethane; at 20 ℃; for 0.5h;

3-(3,5-dibromo-4-methoxyphenyl)-2-oxopropanoyl chloride; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1002/anie.201402310

Reference yield:

N,N'-bis-Boc-S-methyl-isothiourea (322474-21-5) → N2,N3-bis(tert-butoxycarbonyl)-N1-(3-(5-((Z)-3,5-dibromo-4-methoxybenzylidene)-3-(2,4-dimethoxybenzyl)-4-oxooxazolidin-2-yl)propyl)guanidine (1627500-53-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrahydrofuran / 2 h / 50 °C

2.1: oxalyl dichloride; triethylamine / dichloromethane; dimethyl sulfoxide / 1.33 h / -78 - 20 °C / Inert atmosphere

3.1: magnesium sulfate / dichloromethane / 0.5 h / 20 °C

3.2: 18 h / 20 °C

With oxalyl dichloride; magnesium sulfate; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;

DOI:10.1002/anie.201402310

Reference yield:

2,5-dibromo-4-methoxybenzaldehyde → N2,N3-bis(tert-butoxycarbonyl)-N1-(3-(5-((Z)-3,5-dibromo-4-methoxybenzylidene)-3-(2,4-dimethoxybenzyl)-4-oxooxazolidin-2-yl)propyl)guanidine (1627500-53-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium acetate / acetic anhydride / 4 h / 100 °C

2.1: oxalyl dichloride / tetrahydrofuran; N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C

3.1: magnesium sulfate / dichloromethane / 0.5 h / 20 °C

3.2: 18 h / 20 °C

With oxalyl dichloride; sodium acetate; magnesium sulfate; In tetrahydrofuran; dichloromethane; acetic anhydride; N,N-dimethyl-formamide;

DOI:10.1002/anie.201402310

upstream raw materials:

2,3-di(tert-butoxycarbonyl)-1-(4-oxobutyl)guanidine

2-oxo-3-(phenyl)propionic acid

3-(3,5-dibromo-4-methoxyphenyl)-2-oxopropanoyl chloride

N,N'-bis-Boc-S-methyl-isothiourea