vulnibactin

Base Information

• Chemical Name: vulnibactin
• CAS No.: 156368-88-6
• Molecular Formula: C₃₅H₃₉N₅O₉
• Molecular Weight: 673.723
• Mol file: 156368-88-6.mol

Synonyms:4-Oxazolecarboxamide,N-[3-[[[4,5-dihydro-2-(2-hydroxyphenyl)-5-methyl-4-oxazolyl]carbonyl]amino]propyl]-N-[3-[(2,3-dihydroxybenzoyl)amino]propyl]-4,5-dihydro-2-(2-hydroxyphenyl)-5-methyl-,[4S-[4a(4R*,5S*),5b]]-; Vulnibactin

Chemical Property of vulnibactin

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 994.9°Cat760mmHg
• Flash Point: 555.5°C
• PSA: 202.61000
• Density: 1.363g/cm³
• LogP: 3.19250

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of vulnibactin

There total 9 articles about vulnibactin 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: 90.0%

2-hydroxybenzimino ethyl ether (20857-12-9) + N1,N4-bis[(L)-threonyl]-N7-(2,3-dimethoxybenzoyl)norspermidine dihydrobromide (96857-12-4) → N-[3-(2,3-dihydroxybenzamido)propyl]-1,3-bis[2-(2-hydroxyphenyl)-trans-5-methyl-2-oxazoline-4-carboxamido]propane (156368-88-6)

Guidance literature:

In ethanol; at 70 ℃; for 36h;

DOI:10.1055/s-2007-965960

Reference yield:

N1-(tert-butoxycarbonyl)-N8-(2,3-dimethoxybenzoyl)norspermidine (943136-36-5) → N-[3-(2,3-dihydroxybenzamido)propyl]-1,3-bis[2-(2-hydroxyphenyl)-trans-5-methyl-2-oxazoline-4-carboxamido]propane (156368-88-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h / 0 - 20 °C

2: 90 percent / BBr₃ / CH₂Cl₂ / 20 h / 20 °C

3: 90 percent / ethanol / 36 h / 70 °C

With boron tribromide; trifluoroacetic acid; In ethanol; dichloromethane;

DOI:10.1055/s-2007-965960

Reference yield:

2,3-dimethoxybenzoic acid (1521-38-6) → N-[3-(2,3-dihydroxybenzamido)propyl]-1,3-bis[2-(2-hydroxyphenyl)-trans-5-methyl-2-oxazoline-4-carboxamido]propane (156368-88-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / 1,1'-carbonyldiimidazole / CH₂Cl₂ / 16 h / 0 - 20 °C

2: 97 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h / 0 - 20 °C

3: 90 percent / BBr₃ / CH₂Cl₂ / 20 h / 20 °C

4: 90 percent / ethanol / 36 h / 70 °C

With boron tribromide; 1,1'-carbonyldiimidazole; trifluoroacetic acid; In ethanol; dichloromethane;

DOI:10.1055/s-2007-965960

upstream raw materials:

2-hydroxybenzimino ethyl ether

N¹,N⁴-bis[(L)-threonyl]-N⁷-(2,3-dimethoxybenzoyl)norspermidine dihydrobromide

N¹-(tert-butoxycarbonyl)-N⁸-(2,3-dimethoxybenzoyl)norspermidine

2,3-dimethoxybenzoic acid

Refernces