AcEGCG

Base Information

• Chemical Name: AcEGCG
• CAS No.: 148707-39-5
• Molecular Formula: C38H34O19
• Molecular Weight: 794.677
• Mol file: 148707-39-5.mol

Synonyms:(-)-Epigallocatechin gallate peracetate;3,4,5-Triacetoxy-benzoic acid (2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxy-phenyl)-chroman-3-yl ester;EGCG octaacetate;5-(((2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)chroman-3-yloxy)carbonyl)benzene-1,2,3-triyl triacetate;(2R,3R)-5,7-bis(acetoxy)-2-[3',4',5'-tris(acetoxy)phenyl]chroman-3-yl 3,4,5-tris(acetoxy)benzoate;peracetyl EGCG;EGCG peracetate;

Chemical Property of AcEGCG

Chemical Property:

• Melting Point: 114.3-115.1 °C
• Boiling Point: 879.7±65.0 °C(Predicted)
• PSA: 245.93000
• Density: 1.46±0.1 g/cm3(Predicted)
• LogP: 3.99080

Purity/Quality:

≥98% ^*data from raw suppliers

EGCG Octaacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of AcEGCG

There total 4 articles about AcEGCG 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: 98.3%

acetic anhydride (108-24-7) + (-)-epigallocathechin gallate (2596-50-1,4233-96-9,5127-64-0,19065-20-4,107965-88-8,137766-94-0,989-51-5) → (-)-epigallocatechin 3-O-galloylperacetate (148707-39-5)

Guidance literature:

With pyridine; at 45 ℃; for 20h;

DOI:10.1021/jf0011236

Reference yield:

acetic anhydride (108-24-7) + (+)-gallocatechin 3-O-gallate (989-51-5,2596-50-1,4233-96-9,5127-64-0,19065-20-4,107965-88-8,137766-94-0) → 3,4,5-Triacetoxy-benzoic acid (2R,3S)-5,7-diacetoxy-2-(3,4,5-triacetoxy-phenyl)-chroman-3-yl ester (148707-39-5)

Guidance literature:

With pyridine; Yield given; Ambient temperature;

DOI:10.1016/0031-9422(91)85291-7

Reference yield:

acetyl chloride (75-36-5) + (-)-epigallocathechin gallate (2596-50-1,4233-96-9,5127-64-0,19065-20-4,107965-88-8,137766-94-0,989-51-5) → (-)-epigallocatechin 3-O-galloylperacetate (148707-39-5)

Guidance literature:

With dmap;

DOI:10.1021/acs.jced.9b00428

upstream raw materials:

acetic anhydride

(-)-epigallocathechin gallate

acetyl chloride

(+)-gallocatechin 3-O-gallate

Refernces

• 1、 Ha, Taewoong,Kim, Mi Kyoung,Park, Kwang-Su,Jung, Woong,Choo, Hyunah,Chong, Youhoon. "Structural Modification of (-)-Epigallocatechin Gallate (EGCG) Shows Significant Enhancement in Mitochondrial Biogenesis". . p. 3850 - 3859. Retrieved 2018.
• 2、 Liu, Bingbing,Asadzadeh, Behnaz,Yan, Weidong. "Solubility Determination and Modeling of EGCG Peracetate in 12 Pure Solvents at Temperatures from 278.15 to 318.15 K". . p. 5218 - 5224. Retrieved 2019.
• 3、 -. "ACYLATED CATECHIN POLYPHENOLS AND METHODS OF THEIR USE FOR THE TREATMENT OF CANCER". Page/Page column 41-42. . Retrieved 2019/12/28.
• 4、 -. "ACYLATED ACTIVE AGENTS AND METHODS OF THEIR USE FOR THE TREATMENT OF AUTOIMMUNE DISORDERS". Page/Page column 54; 149. . Retrieved 2019/12/28.