AM toxin II

Base Information

• Chemical Name: AM toxin II
• CAS No.: 56072-96-9
• Molecular Formula: C₂₂H₂₉N₃O₅
• Molecular Weight: 415.489
• Mol file: 56072-96-9.mol

Synonyms:L-Alanine,N-[2,3-didehydro-N-[N-(2-hydroxy-3-methyl-1-oxobutyl)-5-phenyl-L-norvalyl]alanyl]-,k-lactone, (S)-;1-Oxa-4,7,10-triazacyclododecane, cyclic peptide deriv.; AM toxin II;Cyclic(2,3-didehydroalanyl-L-alanyl-L-a-hydroxyisovaleryl-5-phenyl-L-norvalyl); Toxin II(Alternaria mali)

Chemical Property of AM toxin II

Chemical Property:

• Vapor Pressure: 1.18E-24mmHg at 25°C
• Boiling Point: 785.8°Cat760mmHg
• PKA: 11.60±0.70(Predicted)
• Flash Point: 429°C
• PSA: 124.07000
• Density: 1.19g/cm³
• LogP: 2.03780

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of AM toxin II

There total 14 articles about AM toxin II 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: 20.0%

Cyclo(-Ala-Hmb-App-Ser-) → AM-toxin II (56072-96-9)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; copper(l) chloride; In dichloromethane; for 144h;

DOI:10.1246/bcsj.62.1635

Reference yield:

Boc-Ala-Hmb-App-OH → AM-toxin II (56072-96-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / 6M HCl / dioxane / 3 h / 20 °C

2: 81 percent / Et₃N / dimethylformamide / 1.) 0 deg C, 1 h; 2.) 20 deg C, overnight

3: 100 percent / EDC*HCl / dimethylformamide / 24 h / 4 °C

4: 1.) TFA; 2.) pyridine / 1.) 0 deg C, 30 min; 2.) DMF, 20 deg C, 2 d

5: 93 percent / HCOOH / Pd/C / dimethylformamide / 2 h / 20 °C

6: 20 percent / CuCl, EDC*HCl / CH₂Cl₂ / 144 h

With pyridine; hydrogenchloride; formic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; copper(l) chloride; palladium on activated charcoal; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1246/bcsj.62.1635

Reference yield:

Boc-Ser(Bzl)-Ala-Hmb-App-ONSu (120679-17-6) → AM-toxin II (56072-96-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) TFA; 2.) pyridine / 1.) 0 deg C, 30 min; 2.) DMF, 20 deg C, 2 d

2: 93 percent / HCOOH / Pd/C / dimethylformamide / 2 h / 20 °C

3: 20 percent / CuCl, EDC*HCl / CH₂Cl₂ / 144 h

With pyridine; formic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; copper(l) chloride; palladium on activated charcoal; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1246/bcsj.62.1635

upstream raw materials:

(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-5-phenylpentanoic acid

(S)-2-amino-4-phenylvaleric acid

Boc-L-Ala-L-Hmb-ONSu

Boc-Ser(Bzl)-Ala-Hmb-App-OH

Refernces

• 1、 Ueda, Kazuo,Waki, Michinori,Teruya, Yoshio,Izumiya, Nobuo. "Facile Synthesis of AM-Toxin II". . p. 1635 - 1638. Retrieved 2007/10/02.