N-Acetyl Amphotericin B

Base Information

• Chemical Name: N-Acetyl Amphotericin B
• CAS No.: 902457-23-2
• Molecular Formula: C49H75NO18
• Molecular Weight: 966.13
• Mol file: 902457-23-2.mol

Synonyms:(1S,3R,4E,6E,8E,10E,12E,14Z,16E,18S,19R,20R,21S,25R,27R,30R,31R,33S,35R,37S,38R)-3-(4-Acetamido-3,5-dihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-19,25,27,30,31,33,35,37-octahydroxy-18,20,21-trimethyl-23-oxo-22,39-dioxabicyclo[33.3.1]nonatriaconta-4,6,8,10,12,14,16-heptaene-38-carboxylic acid;

Chemical Property of N-Acetyl Amphotericin B

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: >140°C (dec.)
• Refractive Index: 1.608
• Boiling Point: 1201.136 °C at 760 mmHg
• Flash Point: 680.222 °C
• PSA: 322.69000
• Density: 1.338 g/cm³
• LogP: 1.28000
• Storage Temp.: Amber Vial, -20?C Freezer, Under Inert Atmosphere
• Solubility.: DMSO (Very Slightly), Methanol (Very Slightly, Heated)

Purity/Quality:

99% ^*data from raw suppliers

N-Acetyl Amphotericin B ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An Amphotericin B

Technology Process of N-Acetyl Amphotericin B

There total 2 articles about N-Acetyl Amphotericin B 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:

N-acetoxysuccinimide (14464-29-0,57212-69-8) + AmBisome (1397-89-3) → C47H73NO17C2H2O (902457-23-2)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 23 ℃; for 0.5h;

DOI:10.1021/ol025982m

Reference yield:

acetic anhydride (108-24-7) + AmBisome (1397-89-3) → C47H73NO17C2H2O (902457-23-2)

Guidance literature:

In methanol; dimethyl sulfoxide; at 0 ℃;

DOI:10.1039/c39860000413

Reference yield:

1,6-Hexanediamine (124-09-4) + C47H73NO17C2H2O (902457-23-2) → (C47H72NO16)2NHC6H12NH(C2H2O)2

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 23 ℃; for 15h;

DOI:10.1021/ol025982m

upstream raw materials:

acetic anhydride

AmBisome

N-acetoxysuccinimide

Downstream raw materials:

N-acetylamphotericin B methyl ester

Refernces

• 1、 Nicolaou, K. C.,Chakraborty, T. K.,Daines, R. A.,Simpkins, N. S.. "Retrosynthetic and Synthetic Chemistry on Amphotericin B. Synthesis of C(1)-C(20) and C(21)-C(38) Fragments and Construction of the 38-Membered Macrocycle". . p. 413 - 416. Retrieved 2007/10/02.