Acetylanguidine

Base Information

• Chemical Name: Acetylanguidine
• CAS No.: 4297-61-4
• Molecular Formula: C21H28O8
• Molecular Weight: 408.49
• European Community (EC) Number: 636-962-9
• UNII: D2T6D1C5LU
• Mol file: 4297-61-4.mol

Synonyms:3alpha,4beta,15-triacetoxy-12,13-epoxytrichothec-9-ene;triacetoxyscirpenol

Chemical Property of Acetylanguidine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 477.352°C at 760 mmHg
• Flash Point: 206.022°C
• PSA: 100.66000
• Density: 1.291g/cm³
• LogP: 1.69570
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 408.17841785
• Heavy Atom Count: 29
• Complexity: 790

Purity/Quality:

99% ^*data from raw suppliers

3-ALPHA-ACETYLDIACETOXYSCIRPENOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A poison by ingestion.
• Hazard Codes: T+
• Statements: 26/27/28
• Safety Statements: 22-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2C(CC1)(C3(C(C(C(C34CO4)O2)OC(=O)C)OC(=O)C)C)COC(=O)C
• Isomeric SMILES: CC1=C[C@@H]2[C@](CC1)([C@]3([C@@H]([C@H]([C@H](C34CO4)O2)OC(=O)C)OC(=O)C)C)COC(=O)C

Technology Process of Acetylanguidine

There total 29 articles about Acetylanguidine 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%

3,15-diacetoxyscirpenol (6121-60-4) + acetic anhydride (108-24-7) → Triacetoxyscirpenol (4297-61-4)

Guidance literature:

In pyridine; for 16h; Ambient temperature;

DOI:10.1021/ja00351a057

Reference yield: 95.0%

4,15-diacetoxyscirpenol (2270-40-8,28776-47-8) + acetic anhydride (108-24-7) → Triacetoxyscirpenol (4297-61-4)

Guidance literature:

With pyridine;

Reference yield:

Acetic acid (1S,2R,7R,9S,10R,11S)-10-acetoxy-11-hydroxy-1,5-dimethyl-12-methylene-8-oxa-tricyclo[7.2.1.02,7]dodec-5-en-2-ylmethyl ester (85925-88-8) → Triacetoxyscirpenol (4297-61-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 2 h / 0 °C

2: 95 percent / pyridine / 16 h / Ambient temperature

With 3-chloro-benzenecarboperoxoic acid; In pyridine; dichloromethane;

DOI:10.1021/ja00351a057

upstream raw materials:

acetic anhydride

3α,4β-diacetoxy-10β-bromo-9α,15;12,13-epi-diepoxytrichothecane

4β-acetoxy-3α,15-dihydroxy-12,13-epoxytrichothec-9-ene

4β-acetoxy-10β-bromo-3α-hydroxy-9α,15;12,13-diepoxytrichothecane