(2R,6R)-2-ethoxycarbonyl-2,6-dimethyl-1-phenylethynylcyclohexan-1-ol

Base Information

• Chemical Name: (2R,6R)-2-ethoxycarbonyl-2,6-dimethyl-1-phenylethynylcyclohexan-1-ol
• CAS No.: 25914-37-8
• Molecular Formula: C₁₉H₂₄O₃
• Molecular Weight: 300.398
• Mol file: 25914-37-8.mol

Synonyms:(2R,6R)-2-ethoxycarbonyl-2,6-dimethyl-1-phenylethynylcyclohexan-1-ol

Chemical Property of (2R,6R)-2-ethoxycarbonyl-2,6-dimethyl-1-phenylethynylcyclohexan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,6R)-2-ethoxycarbonyl-2,6-dimethyl-1-phenylethynylcyclohexan-1-ol

There total 7 articles about (2R,6R)-2-ethoxycarbonyl-2,6-dimethyl-1-phenylethynylcyclohexan-1-ol 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:

ethyl 1-methyl-2-oxocyclohexancarboxylate (66088-37-7,5453-94-1) → (2R,6R)-2-ethoxycarbonyl-2,6-dimethyl-1-phenylethynylcyclohexan-1-ol (25914-37-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) LDA, N,N-dimethylpropyleneurea / 1.) THF, 15 min, -78 deg C; 2.) r.t., overnight

2: 92.6 percent / 70 percent aq. HClO₄ / CCl₄ / Ambient temperature

3: 52.9 percent / 0.1 M phosphate buffer / 100 h / -3 °C

4: 67.3 percent / 70 percent aq. HClO₄ / ethanol / 13 h / Heating

5: 1.) n-BuLi / 1.) THF, hexane, -20 deg C, 2 h; 2.) THF, r.t., overnight

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; perchloric acid; phosphate buffer; lithium diisopropyl amide; In tetrachloromethane; ethanol;

DOI:10.1016/S0040-4020(01)85126-7

Reference yield:

6-ethoxycarbonyl-2,6-dimethyl-1-cyclohexenyl acetate (126685-44-7) → (2R,6R)-2-ethoxycarbonyl-2,6-dimethyl-1-phenylethynylcyclohexan-1-ol (25914-37-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 52.9 percent / 0.1 M phosphate buffer / 100 h / -3 °C

2: 67.3 percent / 70 percent aq. HClO₄ / ethanol / 13 h / Heating

3: 1.) n-BuLi / 1.) THF, hexane, -20 deg C, 2 h; 2.) THF, r.t., overnight

With n-butyllithium; perchloric acid; phosphate buffer; In ethanol;

DOI:10.1016/S0040-4020(01)85126-7

Reference yield:

(2R*,6R*)-2-ethoxycarbonyl-2,6-dimethylcyclohexanone (5183-62-0,67355-40-2,126685-42-5,126685-43-6,126784-52-9,126784-53-0,126784-55-2,126784-56-3) → (2R,6R)-2-ethoxycarbonyl-2,6-dimethyl-1-phenylethynylcyclohexan-1-ol (25914-37-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 92.6 percent / 70 percent aq. HClO₄ / CCl₄ / Ambient temperature

2: 52.9 percent / 0.1 M phosphate buffer / 100 h / -3 °C

3: 67.3 percent / 70 percent aq. HClO₄ / ethanol / 13 h / Heating

4: 1.) n-BuLi / 1.) THF, hexane, -20 deg C, 2 h; 2.) THF, r.t., overnight

With n-butyllithium; perchloric acid; phosphate buffer; In tetrachloromethane; ethanol;

DOI:10.1016/S0040-4020(01)85126-7

upstream raw materials:

phenylethynylmagnesium bromide

1,3-dimethyl-2-oxo-cyclohexanecarboxylic acid ethyl ester

phenylacetylene

(2R,6R)-2-ethoxycarbonyl-2,6-dimethylcyclohexanone

Downstream raw materials:

2-Hydroxy-1,3-dimethyl-2-phenethyl-cyclohexanecarboxylic acid ethyl ester

(2R,6R)-2-ethoxycarbonyl-2,6-dimethyl-1-phenylethylcyclohexan-1-ol