2,2-Dimethyl-propionic acid 2-((S)-2,2-dimethyl-6-methylene-3-oxo-cyclohexyl)-ethyl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid 2-((S)-2,2-dimethyl-6-methylene-3-oxo-cyclohexyl)-ethyl ester
• CAS No.: 226943-44-8
• Molecular Formula: C₁₆H₂₆O₃
• Molecular Weight: 266.381
• Mol file: 226943-44-8.mol

Synonyms:2,2-Dimethyl-propionic acid 2-((S)-2,2-dimethyl-6-methylene-3-oxo-cyclohexyl)-ethyl ester

Chemical Property of 2,2-Dimethyl-propionic acid 2-((S)-2,2-dimethyl-6-methylene-3-oxo-cyclohexyl)-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-Dimethyl-propionic acid 2-((S)-2,2-dimethyl-6-methylene-3-oxo-cyclohexyl)-ethyl ester

There total 1 articles about 2,2-Dimethyl-propionic acid 2-((S)-2,2-dimethyl-6-methylene-3-oxo-cyclohexyl)-ethyl ester 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: 98.0%

(1'S,3'R)-2-(3'-hydroxy-2',2'-dimethyl-6'-methylene-cyclohexyl)-ethyl trimethylacetate (183728-39-4) → 2,2-Dimethyl-propionic acid 2-((S)-2,2-dimethyl-6-methylene-3-oxo-cyclohexyl)-ethyl ester (226943-44-8)

Guidance literature:

With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/S0040-4039(99)00367-6

Reference yield:

2,2-Dimethyl-propionic acid 2-((S)-2,2-dimethyl-6-methylene-3-oxo-cyclohexyl)-ethyl ester (226943-44-8) → C31H48O6 (226943-65-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) sec-BuLi, 3.) MeI / 1.) THF, -95 deg C, 15 min, 2.) THF, -95 -> 20 deg C, 3.) THF/MeOH, 20 deg C, 1 h

2: 1.2N aq. HCl / tetrahydrofuran / 0.5 h / Heating

3: 1.) t-BuLi / 1.) hexane/Et₂O, -78 deg C, 15 min, 2.) hexane/Et₂O, -78 deg C, 1 h

4: 1.) PhOCSCl, pyridine, 2.) Bu₃SnH, AIBN, 3.) LiEt₃BH / 1.) CH₂Cl₂, 20 deg C, 30 h, 2.) THF, reflux, 10 h, 3.) THF, 0 deg C, 30 min

5: 95 percent / TPAP, 4-methylmorpholine N-oxide, 4A MS / CH₂Cl₂ / 1 h / 20 °C

6: 90 percent / tetrahydrofuran / 20 h / 50 °C

With pyridine; hydrogenchloride; tetrapropylammonium perruthennate; 2,2'-azobis(isobutyronitrile); tert.-butyl lithium; sec.-butyllithium; tri-n-butyl-tin hydride; lithium triethylborohydride; 4-methylmorpholine N-oxide; phenylcarbonochloridothioate; methyl iodide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(99)00367-6

Reference yield:

2,2-Dimethyl-propionic acid 2-((S)-2,2-dimethyl-6-methylene-3-oxo-cyclohexyl)-ethyl ester (226943-44-8) → 2,2-Dimethyl-propionic acid 2-((1S,3R)-3-formyl-2,2-dimethyl-6-methylene-cyclohexyl)-ethyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sec-BuLi, 3.) MeI / 1.) THF, -95 deg C, 15 min, 2.) THF, -95 -> 20 deg C, 3.) THF/MeOH, 20 deg C, 1 h

2: 1.2N aq. HCl / tetrahydrofuran / 0.5 h / Heating

With hydrogenchloride; sec.-butyllithium; methyl iodide; In tetrahydrofuran;

DOI:10.1016/S0040-4039(99)00367-6

upstream raw materials:

(1'S,3'R)-2-(3'-hydroxy-2',2'-dimethyl-6'-methylene-cyclohexyl)-ethyl trimethylacetate

Downstream raw materials:

tert-Butyl-[2-((3R,5S)-4,4-dimethyl-6-methylene-1-oxa-spiro[2.5]oct-5-yl)-ethoxy]-diphenyl-silane

2,2-Dimethyl-propionic acid 2-{(S)-3-[1-methoxy-meth-(E)-ylidene]-2,2-dimethyl-6-methylene-cyclohexyl}-ethyl ester

2,2-Dimethyl-propionic acid 2-((1S,3S)-3-formyl-2,2-dimethyl-6-methylene-cyclohexyl)-ethyl ester

C₂₇H₄₄O₅