trisporol A acetate

Base Information

• Chemical Name: trisporol A acetate
• CAS No.: 99440-76-3
• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.456
• Mol file: 99440-76-3.mol

Synonyms:trisporol A acetate

Chemical Property of trisporol A acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trisporol A acetate

There total 12 articles about trisporol A 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: 48.0%

Acetic acid 2-((Z)-1-methanesulfonyloxy-3-methyl-oct-3-enyl)-1,3-dimethyl-4-oxo-cyclohex-2-enylmethyl ester → trisporol A acetate (99440-76-3)

Guidance literature:

In dimethyl sulfoxide; at 80 ℃; for 1h;

DOI:10.1021/jo00225a049

Reference yield:

(Z)-2-Methylhept-2-en-1-ol (34214-05-6) → trisporol A acetate (99440-76-3)

Guidance literature:

Multi-step reaction with 11 steps

1: hexamethylphosphoramide, methyllithium, p-toluenesulfonyl chloride, LiCl / diethyl ether / 19 h / Ambient temperature

2: NaBr / dimethylformamide / 5 h / Ambient temperature

3: 1.) NaH, 2.) n-butyllithium

4: 97 percent / triethylamine / tetrahydrofuran / 27 h / 30 °C

5: 75 percent / p-toluenesulfonic acid / benzene / 20 h / Heating

6: ethyl orthoformate, p-toluenesulfonic acid / diethyl ether / 35 h / Ambient temperature

7: LiAlH₄ / tetrahydrofuran / 20 h / Ambient temperature

8: acetic acid, water / 5 h / Ambient temperature

9: 83 percent / pyridine / diethyl ether / 36 h / Ambient temperature

10: 78 percent / pyridine / 13.5 h / 0 - 20 °C

11: 48 percent / dimethylsulfoxide / 1 h / 80 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; n-butyllithium; water; methyllithium; sodium hydride; toluene-4-sulfonic acid; acetic acid; triethylamine; orthoformic acid triethyl ester; p-toluenesulfonyl chloride; sodium bromide; lithium chloride; In tetrahydrofuran; diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;

DOI:10.1021/jo00225a049

Reference yield:

3-methyl-furan-2,4-dione (1192-51-4,69841-77-6) → trisporol A acetate (99440-76-3)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) NaH, 2.) n-butyllithium

2: 97 percent / triethylamine / tetrahydrofuran / 27 h / 30 °C

3: 75 percent / p-toluenesulfonic acid / benzene / 20 h / Heating

4: ethyl orthoformate, p-toluenesulfonic acid / diethyl ether / 35 h / Ambient temperature

5: LiAlH₄ / tetrahydrofuran / 20 h / Ambient temperature

6: acetic acid, water / 5 h / Ambient temperature

7: 83 percent / pyridine / diethyl ether / 36 h / Ambient temperature

8: 78 percent / pyridine / 13.5 h / 0 - 20 °C

9: 48 percent / dimethylsulfoxide / 1 h / 80 °C

With pyridine; lithium aluminium tetrahydride; n-butyllithium; water; sodium hydride; toluene-4-sulfonic acid; acetic acid; triethylamine; orthoformic acid triethyl ester; In tetrahydrofuran; diethyl ether; dimethyl sulfoxide; benzene;

DOI:10.1021/jo00225a049

upstream raw materials:

3-methyl-furan-2,4-dione

(Z)-1-chloro-2-methyl-2-heptene

(Z)-2-Methylhept-2-en-1-ol

(Z)-1-bromo-2-methyl-2-heptene

Refernces