Epishyobunone

Base Information

• Chemical Name: Epishyobunone
• CAS No.: 39020-72-9
• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.355
• Mol file: 39020-72-9.mol

Synonyms:(2R,3R,6S)-2-Isopropenyl-6-isopropyl-3-methyl-3-vinyl-cyclohexanone;

Chemical Property of Epishyobunone

Chemical Property:

• PSA: 17.07000
• LogP: 4.00610

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Epishyobunone

There total 15 articles about Epishyobunone 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: 62.0%

1,1-Ethylenedioxy-6β-isopropyl-2β-isopropenyl-3β-methyl-3α-vinylcyclohexane (74211-90-8) → (+/-)-Shyobunone (21698-44-2,39020-72-9,58437-65-3,58437-66-4,64141-34-0,65794-23-2,65830-01-5,69427-51-6,69427-52-7,72258-66-3,72258-67-4,74243-52-0)

Guidance literature:

With toluene-4-sulfonic acid; In water; acetone; for 12h; Ambient temperature;

Reference yield:

piperitone (89-81-6,6091-52-7) → (+/-)-Shyobunone (21698-44-2,39020-72-9,58437-65-3,58437-66-4,64141-34-0,65794-23-2,65830-01-5,69427-51-6,69427-52-7,72258-66-3,72258-67-4,74243-52-0)

Guidance literature:

Multi-step reaction with 5 steps

2: 70 percent / toluene-p-sulphonic acid / benzene / Heating

3: PTT / tetrahydrofuran / 0.5 h

4: 50 percent / diethyl ether / 15 h / Ambient temperature

5: 62 percent / toluene-p-sulphonic acid / acetone; H₂O / 12 h / Ambient temperature

With toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; water; acetone; benzene;

Reference yield:

6-epi-shyobunol (69350-61-4) → 6-epishyobunone (39020-72-9)

Guidance literature:

With sodium dichromate; sulfuric acid; In diethyl ether;

DOI:10.1002/hlca.19780610736

upstream raw materials:

6-epi-shyobunol

8c-isopropyl-1,5-dimethyl-(1rH,2tH,5tH,6cH)-tricyclo[4.4.0.0^2,5]decan-7t-ol

1,1-Ethylenedioxy-6β-isopropyl-2β-isopropenyl-3β-methyl-3α-vinylcyclohexane

piperitone

Downstream raw materials:

6-epi-shyobunol

Refernces

• 1、 Kaiser,Lamparsky. "New macrolides and some sesquiterpenoid derivatives occurring in Galbanum absolute". . p. 2671 - 2680. Retrieved 2007/10/07.