THAXTOMINE A

Base Information

• Chemical Name: THAXTOMINE A
• CAS No.: 122380-18-1
• Molecular Formula: C₂₂H₂₂N₄O₆
• Molecular Weight: 438.44
• Hs Code.: 2941900000
• Mol file: 122380-18-1.mol

Synonyms:2,5-Piperazinedione,3-hydroxy-3-[(3-hydroxyphenyl)methyl]-1,4-dimethyl-6-[(4-nitro-1H-indol-3-yl)methyl]-,(3R-trans)-;Thaxtomin A;Thaxtomine A;

Chemical Property of THAXTOMINE A

Chemical Property:

• Appearance/Colour: Orange solid.
• Vapor Pressure: 1.27E-26mmHg at 25°C
• Refractive Index: 1.71
• Boiling Point: 794.6 °C at 760 mmHg
• Flash Point: 434.3 °C
• PSA: 142.69000
• Density: 1.479 g/cm³
• LogP: 1.95350
• Storage Temp.: -20°C

Purity/Quality:

99% ^*data from raw suppliers

Thaxtomin A ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Thaxtomin A is a major phytotoxin produced by S. scabies, gram-positive soil bacterium responsible for producing scabs on tubers and root vegetables. This bacterial metabolite acts as a virulence factor in the common scab potato disease and demonstrates herbicidal activity against the dicotyledon weeds B. campestris and A. retroflexus.
• Uses: Thaxtomin A is a phytotoxin produced by Streptomyces scabies and other Streptomyces species, the causative agents of common scab disease in potato and other taproot crops.

Technology Process of THAXTOMINE A

There total 73 articles about THAXTOMINE A 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%

C22H22N4O6 (122380-18-1) → (±)-thaxtomin A (122380-18-1)

Guidance literature:

With potassium hydroxide; In methanol; at 70 ℃; for 0.5h; Microwave irradiation;

DOI:10.1039/c4ob01148a

Reference yield:

C22H22N4O6 → iso-thaxtomin A (122380-18-1)

Guidance literature:

With magnesium bromide ethyl etherate; triethylamine; In methanol; at 20 ℃; for 168h;

Reference yield:

C22H22N4O6 → mirror-iso-thaxtomin A (122380-18-1)

Guidance literature:

With magnesium bromide ethyl etherate; triethylamine; In methanol; at 20 ℃; for 168h;

upstream raw materials:

L-glutamic acid

dimethyl (2S)-2-[(tert-butoxycarbonyl)amino]pentanedioate

thaxtomin B