dienone compound

Base Information

• Chemical Name: dienone compound
• CAS No.: 676236-03-6
• Molecular Formula: C₃₄H₅₄O₄Si
• Molecular Weight: 554.886
• Mol file: 676236-03-6.mol

Synonyms:

Chemical Property of dienone compound

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dienone compound

There total 18 articles about dienone compound 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:

(1R,4S)-4-[(tert-butyldimethylsilyl)oxy]-2-cyclopentene-1-yl acetate (115074-49-2) → dienone compound (676236-03-6)

Guidance literature:

Multi-step reaction with 8 steps

1.1: t-BuOK / tetrahydrofuran / 0.5 h / 20 °C

1.2: 93 percent / Pd(PPh₃)4 / tetrahydrofuran / 3 h / 50 °C

2.1: 89 percent / KI / H₂O; various solvent(s) / 10 h / 130 °C

3.1: 89 percent / (i-Bu)2AlH / CH₂Cl₂; hexane / 0.75 h / -78 °C

4.1: NaN(TMS)2 / tetrahydrofuran / 0.5 h / 20 °C

4.2: 84 percent / tetrahydrofuran / -70 - 20 °C

5.1: 95 percent / TBAF / tetrahydrofuran / 5 h / 20 °C

6.1: 93 percent / PCC / CH₂Cl₂ / 3 h / 20 °C

7.1: LDA / tetrahydrofuran; hexane / 0.33 h / -78 °C

7.2: tetrahydrofuran; hexane / 0.5 h / -78 °C

7.3: Et₃N / CH₂Cl₂ / 0.75 h / cooling

8.1: 114 mg / alumina / CH₂Cl₂ / 10 h / 20 °C

With aluminum oxide; potassium tert-butylate; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; diisobutylaluminium hydride; pyridinium chlorochromate; potassium iodide; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; water; 4.2: Wittig reaction / 7.2: aldol reaction;

DOI:10.1016/j.tet.2006.01.051

Reference yield:

(4S,5S)-5-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-(2,4,6-trimethyl-phenoxy)-octyl]-4-[(Z)-7-(4-methoxy-benzyloxy)-hept-2-enyl]-cyclopent-2-enone → dienone compound (676236-03-6)

Guidance literature:

With aluminum oxide; In dichloromethane; at 20 ℃; for 10h;

DOI:10.1016/j.tet.2006.01.051

Reference yield:

mesylate compound (1228074-33-6) → dienone compound (676236-03-6)

Guidance literature:

aluminum oxide; In dichloromethane; at 20 ℃; for 10h;

upstream raw materials:

[(2S,3S)-3-pentyloxiran-2-yl]methanol

2-<(1R,4S)-4-hydroxycyclopent-2-enyl>malonsaeure-dimethylester

(1S,3S)-1-hydroxy-3-(methyl-carboxymethyl)-4-cyclopentene

(1R,4S)-4-[(tert-butyldimethylsilyl)oxy]-2-cyclopentene-1-yl acetate

Downstream raw materials:

Δ12-prostaglandin J₂