Picrasin B acetate

Base Information

• Chemical Name: Picrasin B acetate
• CAS No.: 30315-04-9
• Molecular Formula: C23H30O7
• Molecular Weight: 418.5
• Mol file: 30315-04-9.mol

Synonyms:Picrasin B acetate;(2α)-12-Methoxy-1,11,16-trioxopicras-12-en-2-ylacetate;Picras-12-ene-1,11,16-trione, 2-(acetyloxy)-12-methoxy-, (2α)- (9CI)

Chemical Property of Picrasin B acetate

Chemical Property:

• PSA: 95.97000
• LogP: 2.61050

Purity/Quality:

98%min ^*data from raw suppliers

PicrasinBacetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Picrasin B acetate

There total 36 articles about Picrasin B acetate 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: 77.0%

(+)-picrasin B (26121-56-2) + acetic anhydride (108-24-7) → (-)-picrasin B acetate (30315-04-9)

Guidance literature:

With pyridine; at 25 ℃;

DOI:10.1021/jo00289a023

Reference yield: 49.0%

(-)-2-bromo-2-deoxypicrasin (123834-87-7) + tetramethyl ammonium acetate (10581-12-1) → (-)-picrasin B acetate (30315-04-9)

Guidance literature:

In acetone; for 5h; Heating;

DOI:10.1021/jo00289a023

Reference yield:

(-)-2-bromo-2-deoxypicrasin (123834-87-7) → (-)-picrasin B acetate (30315-04-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 49 percent / acetone / 5 h / Heating

2: 76 percent / K₂CO₃ / methanol / 0.5 h / 25 °C

3: 1) TFA/DMSO 2) NEt₃ / 1) CH₂Cl₂, -78 deg C 2) up to 25 deg C

4: 85 percent / NaH / dimethylformamide / -20 °C

5: 42 percent / Me₃SiCl, NaI / acetonitrile / 18 h / 25 °C

6: 77 percent / pyridine / 25 °C

With pyridine; chloro-trimethyl-silane; sodium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; sodium iodide; In methanol; N,N-dimethyl-formamide; acetone; acetonitrile;

DOI:10.1021/jo00289a023

upstream raw materials:

(-)-2-bromo-2-deoxypicrasin

tetramethyl ammonium acetate

(+)-picrasin B

acetic anhydride

Downstream raw materials:

(+)-picrasin B

(+)-Δ²-picrasin B

Refernces

• 1、 Kenji, Kawada,Moonsun, Kim,Watt, David S.. "AN ENANTIOSELECTIVE TOTAL SYNTHESIS OF (+)-PICRASIN B1". . p. 5989 - 5992. Retrieved 2007/10/02.