{2-Methoxy-6-[3-((1S,5S)-1-methyl-2-oxo-5-vinyl-cyclopentyl)-1-trimethylsilanyl-propyl]-benzyl}-trimethyl-ammonium; iodide

Base Information

• Chemical Name: {2-Methoxy-6-[3-((1S,5S)-1-methyl-2-oxo-5-vinyl-cyclopentyl)-1-trimethylsilanyl-propyl]-benzyl}-trimethyl-ammonium; iodide
• CAS No.: 83782-06-3
• Molecular Formula: C₂₅H₄₂NO₂Si*I
• Molecular Weight: 543.604
• Mol file: 83782-06-3.mol

Synonyms:{2-Methoxy-6-[3-((1S,5S)-1-methyl-2-oxo-5-vinyl-cyclopentyl)-1-trimethylsilanyl-propyl]-benzyl}-trimethyl-ammonium; iodide

Chemical Property of {2-Methoxy-6-[3-((1S,5S)-1-methyl-2-oxo-5-vinyl-cyclopentyl)-1-trimethylsilanyl-propyl]-benzyl}-trimethyl-ammonium; iodide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {2-Methoxy-6-[3-((1S,5S)-1-methyl-2-oxo-5-vinyl-cyclopentyl)-1-trimethylsilanyl-propyl]-benzyl}-trimethyl-ammonium; iodide

There total 10 articles about {2-Methoxy-6-[3-((1S,5S)-1-methyl-2-oxo-5-vinyl-cyclopentyl)-1-trimethylsilanyl-propyl]-benzyl}-trimethyl-ammonium; iodide 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:

(+/-)-estrone methyl ether, C(9)-epimer (1091-94-7,1624-62-0,1922-52-7,2445-27-4,6891-91-4,10003-03-9,13865-88-8,14088-31-4,15426-89-8,15426-95-6,15983-67-2,17554-55-1,17748-69-5,19592-58-6,36086-97-2,52193-72-3,55924-00-0,58072-52-9,58072-53-0,82467-78-5) → {2-Methoxy-6-[3-((1S,5S)-1-methyl-2-oxo-5-vinyl-cyclopentyl)-1-trimethylsilanyl-propyl]-benzyl}-trimethyl-ammonium; iodide (83782-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1: HClO₄ / tetrahydrofuran; H₂O / 2 h / Ambient temperature

2: acetonitrile / Ambient temperature

With perchloric acid; In tetrahydrofuran; water; acetonitrile;

DOI:10.1021/ja00390a036

Reference yield:

2-((1R,2R)-1,8,8-Trimethyl-2-vinyl-6,10-dioxa-spiro[4.5]dec-1-yl)-ethanol (83781-91-3) → {2-Methoxy-6-[3-((1S,5S)-1-methyl-2-oxo-5-vinyl-cyclopentyl)-1-trimethylsilanyl-propyl]-benzyl}-trimethyl-ammonium; iodide (83782-06-3)

Guidance literature:

Multi-step reaction with 8 steps

1: pyridine / 5 h / 0 °C

2: LiBr*H₂O / dimethylformamide / 48 h / Ambient temperature

3: 1.) n-BuLi / 1.) THF, HMPA, -10 deg C - -20 deg C , 2 h, 2.) -20 deg C -> room temperature, overnight

4: HClO₄ / tetrahydrofuran; H₂O / 2 h / Ambient temperature

5: acetonitrile / 3 h / 0 °C

6: CsF / acetonitrile / 1.5 h / Heating

7: HClO₄ / tetrahydrofuran; H₂O / 2 h / Ambient temperature

8: acetonitrile / Ambient temperature

With pyridine; n-butyllithium; perchloric acid; cesium fluoride; lithium bromide; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ja00390a036

Reference yield:

trans-2-(β-bromoethyl)-2-methyl-3-vinylcyclopentanone 2,2-dimethylpropanediol ketal (76463-45-1,86284-20-0,114673-86-8) → {2-Methoxy-6-[3-((1S,5S)-1-methyl-2-oxo-5-vinyl-cyclopentyl)-1-trimethylsilanyl-propyl]-benzyl}-trimethyl-ammonium; iodide (83782-06-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) n-BuLi / 1.) THF, HMPA, -10 deg C - -20 deg C , 2 h, 2.) -20 deg C -> room temperature, overnight

2: HClO₄ / tetrahydrofuran; H₂O / 2 h / Ambient temperature

3: acetonitrile / 3 h / 0 °C

4: CsF / acetonitrile / 1.5 h / Heating

5: HClO₄ / tetrahydrofuran; H₂O / 2 h / Ambient temperature

6: acetonitrile / Ambient temperature

With n-butyllithium; perchloric acid; cesium fluoride; In tetrahydrofuran; water; acetonitrile;

DOI:10.1021/ja00390a036

upstream raw materials:

(2S,3S)-2-[3-(2-Dimethylaminomethyl-3-methoxy-phenyl)-3-trimethylsilanyl-propyl]-2-methyl-3-vinyl-cyclopentanone

methyl iodide

(+/-)-estrone methyl ether, C⁽⁹⁾-epimer

trans-2-(β-bromoethyl)-2-methyl-3-vinylcyclopentanone 2,2-dimethylpropanediol ketal