Ingenol triacetate

Base Information

• Chemical Name: Ingenol triacetate
• CAS No.: 30220-45-2
• Molecular Formula: C26H34 O8
• Molecular Weight: 474.551
• Mol file: 30220-45-2.mol

Synonyms:1H-2,8a-Methanocyclopenta[a]cyclopropa[e]cyclodecen-11-one,1a,2,5,5a,6,9,10,10a-octahydro-5,5a,6-trihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-,4,5,6-triacetate, (1aR,2S,5R,5aR,6S,8aS,9R,10aR)- (8CI); 1H-2,8a-Methanocyclopenta[a]cyclopropa[e]cyclodecen-11-one,5,6-bis(acetyloxy)-4-[(acetyloxy)methyl]-1a,2,5,5a,6,9,10,10a-octahydro-5a-hydroxy-1,1,7,9-tetramethyl-,[1aR-(1aa,2b,5b,5ab,6b,8aa,9a,10aa)]-; 3,5,20-Tri-O-acetylingenol; Ingenol3,5,20-triacetate; Ingenol triacetate; RD 3-2118

Chemical Property of Ingenol triacetate

Chemical Property:

• Vapor Pressure: 1.28E-15mmHg at 25°C
• Boiling Point: 575.1°Cat760mmHg
• PKA: 11.40±0.70(Predicted)
• Flash Point: 186.4°C
• PSA: 116.20000
• Density: 1.27g/cm³
• LogP: 2.52760

Purity/Quality:

99% ^*data from raw suppliers

INGENOL TRIACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ingenol triacetate

There total 10 articles about Ingenol triacetate 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: 95.0%

ingenol (30220-46-3) + acetic anhydride (108-24-7) → ingenol 3,5,20-triacetate (30220-45-2)

Guidance literature:

In pyridine;

Reference yield:

ingenol (30220-46-3) → ingenol 3,5,20-triacetate (30220-45-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / p-Toluenesulfonic acid hydrat / 0.13 h

2: 66 percent / 70percent perchloric acid / methanol / 1 h

3: 95 percent / pyridine

With perchloric acid; toluene-4-sulfonic acid; In pyridine; methanol;

Reference yield:

ingenol-3,4:5,20-diacetonide (77573-44-5) → ingenol 3,5,20-triacetate (30220-45-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 31 percent / 70percent perchloric acid / methanol / 0.75 h

2: 95 percent / pyridine

With perchloric acid; In pyridine; methanol;

upstream raw materials:

ingenol

acetic anhydride

20-O-Isobutyryl-ingenol

(6S,6aR,7aR,9R,9aS,12S,12aR,12bR)-12,12a-dihydroxy-2,2,7,7,9,11-hexamethyl-4,6,6a,7,7a,8,9,12,12a,12b-decahydro-6,9a-methanocyclopenta[9,10]cyclopropa[5,6]cyclodeca[1,2-d][1,3]dioxin-13-one

Downstream raw materials:

ingenol

ingenol-3,4:5,20-diacetonide

Ingenol-3-acetat-5,20-acetonid

ingenol 20-trityl ether