({(1R,2S,5R)-5-methyl-2-[1-methyl-1-(4-nitrophenyl)ethyl]cyclohexyl}oxy)carbonylhydroxylamine

Base Information

• Chemical Name: ({(1R,2S,5R)-5-methyl-2-[1-methyl-1-(4-nitrophenyl)ethyl]cyclohexyl}oxy)carbonylhydroxylamine
• CAS No.: 217323-86-9
• Molecular Formula: C₁₇H₂₄N₂O₅
• Molecular Weight: 336.388
• Mol file: 217323-86-9.mol

Synonyms:({(1R,2S,5R)-5-methyl-2-[1-methyl-1-(4-nitrophenyl)ethyl]cyclohexyl}oxy)carbonylhydroxylamine

Chemical Property of ({(1R,2S,5R)-5-methyl-2-[1-methyl-1-(4-nitrophenyl)ethyl]cyclohexyl}oxy)carbonylhydroxylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ({(1R,2S,5R)-5-methyl-2-[1-methyl-1-(4-nitrophenyl)ethyl]cyclohexyl}oxy)carbonylhydroxylamine

There total 5 articles about ({(1R,2S,5R)-5-methyl-2-[1-methyl-1-(4-nitrophenyl)ethyl]cyclohexyl}oxy)carbonylhydroxylamine 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:

(-)-8-phenylmenthol (65253-04-5) → ({(1R,2S,5R)-5-methyl-2-[1-methyl-1-(4-nitrophenyl)ethyl]cyclohexyl}oxy)carbonylhydroxylamine (217323-86-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / 4-(dimethylamino)pyridine, pyridine / 22 h / Ambient temperature

2: 98 percent / ammonium nitrate, trifluoroacetic anhydride / CHCl₃ / 4.5 h / Ambient temperature

3: 90 percent / KOH / methanol; H₂O / 3.5 h / Heating

4: 1.) pyridine, 2.) pyridine, N,O-bis(trimethylsilyl)hydroxylamine / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) CH₂Cl₂, 0 deg C, 2 h

With pyridine; dmap; potassium hydroxide; ammonium nitrate; N,O-bis(trimethylsilyl)hydroxylamine; trifluoroacetic anhydride; In methanol; chloroform; water;

DOI:10.1021/jo9813078

Reference yield:

pulegone (89-82-7,90449-51-7) → ({(1R,2S,5R)-5-methyl-2-[1-methyl-1-(4-nitrophenyl)ethyl]cyclohexyl}oxy)carbonylhydroxylamine (217323-86-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) Cu₂Br₂, 2.) Na, i-PrOH

2: 95 percent / 4-(dimethylamino)pyridine, pyridine / 22 h / Ambient temperature

3: 98 percent / ammonium nitrate, trifluoroacetic anhydride / CHCl₃ / 4.5 h / Ambient temperature

4: 90 percent / KOH / methanol; H₂O / 3.5 h / Heating

5: 1.) pyridine, 2.) pyridine, N,O-bis(trimethylsilyl)hydroxylamine / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) CH₂Cl₂, 0 deg C, 2 h

With pyridine; copper(I) bromide; dmap; potassium hydroxide; ammonium nitrate; N,O-bis(trimethylsilyl)hydroxylamine; sodium; isopropyl alcohol; trifluoroacetic anhydride; In methanol; chloroform; water;

DOI:10.1021/jo9813078

Reference yield:

(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl acetate (200432-36-6) → ({(1R,2S,5R)-5-methyl-2-[1-methyl-1-(4-nitrophenyl)ethyl]cyclohexyl}oxy)carbonylhydroxylamine (217323-86-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / ammonium nitrate, trifluoroacetic anhydride / CHCl₃ / 4.5 h / Ambient temperature

2: 90 percent / KOH / methanol; H₂O / 3.5 h / Heating

3: 1.) pyridine, 2.) pyridine, N,O-bis(trimethylsilyl)hydroxylamine / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) CH₂Cl₂, 0 deg C, 2 h

With pyridine; potassium hydroxide; ammonium nitrate; N,O-bis(trimethylsilyl)hydroxylamine; trifluoroacetic anhydride; In methanol; chloroform; water;

DOI:10.1021/jo9813078

upstream raw materials:

bis(trichloromethyl) carbonate

(-)-(1R,2S,5R)-5-methyl-2-[1-methyl-1-(4-nitrophenyl)ethyl]cyclohexanol

pulegone

(-)-8-phenylmenthol