(-)-2-cyclohexyl-N-(4-dimethylamino-2-butynyl)-2-hydroxy-2-phenylacetamide

Base Information

• Chemical Name: (-)-2-cyclohexyl-N-(4-dimethylamino-2-butynyl)-2-hydroxy-2-phenylacetamide
• CAS No.: 201942-95-2
• Molecular Formula: C₂₀H₂₈N₂O₂
• Molecular Weight: 328.455
• Mol file: 201942-95-2.mol

Synonyms:(-)-2-cyclohexyl-N-(4-dimethylamino-2-butynyl)-2-hydroxy-2-phenylacetamide

Chemical Property of (-)-2-cyclohexyl-N-(4-dimethylamino-2-butynyl)-2-hydroxy-2-phenylacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-2-cyclohexyl-N-(4-dimethylamino-2-butynyl)-2-hydroxy-2-phenylacetamide

There total 12 articles about (-)-2-cyclohexyl-N-(4-dimethylamino-2-butynyl)-2-hydroxy-2-phenylacetamide 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:

cyclohexylmagnesium bromide (931-50-0) → (-)-2-cyclohexyl-N-(4-dimethylamino-2-butynyl)-2-hydroxy-2-phenylacetamide (201942-95-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 2.) HCl / 1.) THF, -70 deg C, 1 h, 2.) THF, water, 0 deg C, 12 h

2: 94 percent / I₂, KOH / 0.33 h / 40 °C

3: 90 percent / KOH / methanol; H₂O / 6 h / 45 °C

4: 1.) N,N'-carbonyldiimidazole / 1.) CHCl₃, RT, 2 h, 2.) CHCl₃, RT, 1 h

With hydrogenchloride; potassium hydroxide; iodine; 1,1'-carbonyldiimidazole; In methanol; water;

DOI:10.1248/cpb.40.1415

Reference yield:

2-chloro-2-cyclohexyl-2-phenylacetyl chloride (92298-22-1) → (-)-2-cyclohexyl-N-(4-dimethylamino-2-butynyl)-2-hydroxy-2-phenylacetamide (201942-95-2)

Guidance literature:

Multi-step reaction with 3 steps

1: benzene / 19.5 h / Ambient temperature

2: H₂O / 0.33 h / Heating

With water; In benzene;

DOI:10.1248/cpb.40.1415

Reference yield:

(+)-(benzoyl)-2 phenyl-3 diazabicyclo-1,3 <3,3,O> octane (165879-50-5) → (-)-2-cyclohexyl-N-(4-dimethylamino-2-butynyl)-2-hydroxy-2-phenylacetamide (201942-95-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 2.) HCl / 1.) THF, -70 deg C, 1 h, 2.) THF, water, 0 deg C, 12 h

2: 94 percent / I₂, KOH / 0.33 h / 40 °C

3: 90 percent / KOH / methanol; H₂O / 6 h / 45 °C

4: 1.) N,N'-carbonyldiimidazole / 1.) CHCl₃, RT, 2 h, 2.) CHCl₃, RT, 1 h

With hydrogenchloride; potassium hydroxide; iodine; 1,1'-carbonyldiimidazole; In methanol; water;

DOI:10.1248/cpb.40.1415

upstream raw materials:

N,N-dimethylbutin-2-yl-1,4-diamine

(S)-cyclohexylmandelic acid

2-cyclohexyl-N-(4-dimethylamino-2-butynyl)-2-hydroxy-2-phenylacetamide

2-chloro-2-cyclohexyl-2-phenylacetyl chloride