(1R,2R,3S,6R)-1-[2-Methoxy-3-methyl-3-[2-(1-methylimidazol-2-ylsulfanyl)ethyl]-6-[4-(trifluoromethoxy)phenoxymethyl]cyclohexylmethyl]-1H-1,2,4-triazole

Base Information

• Chemical Name: (1R,2R,3S,6R)-1-[2-Methoxy-3-methyl-3-[2-(1-methylimidazol-2-ylsulfanyl)ethyl]-6-[4-(trifluoromethoxy)phenoxymethyl]cyclohexylmethyl]-1H-1,2,4-triazole
• CAS No.: 212890-41-0
• Molecular Formula: C₂₅H₃₂F₃N₅O₃S
• Molecular Weight: 539.622
• Mol file: 212890-41-0.mol

Synonyms:

Chemical Property of (1R,2R,3S,6R)-1-[2-Methoxy-3-methyl-3-[2-(1-methylimidazol-2-ylsulfanyl)ethyl]-6-[4-(trifluoromethoxy)phenoxymethyl]cyclohexylmethyl]-1H-1,2,4-triazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,3S,6R)-1-[2-Methoxy-3-methyl-3-[2-(1-methylimidazol-2-ylsulfanyl)ethyl]-6-[4-(trifluoromethoxy)phenoxymethyl]cyclohexylmethyl]-1H-1,2,4-triazole

There total 22 articles about (1R,2R,3S,6R)-1-[2-Methoxy-3-methyl-3-[2-(1-methylimidazol-2-ylsulfanyl)ethyl]-6-[4-(trifluoromethoxy)phenoxymethyl]cyclohexylmethyl]-1H-1,2,4-triazole 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:

(4R,6R)-carveol (99-48-9,1197-06-4,1197-07-5,2102-58-1,2102-59-2,5157-78-8,5503-11-7,7632-16-8,18383-51-2,22567-18-6,20307-86-2) → 1-[(1R,2R,3S,6R)-2-Methoxy-3-methyl-3-[2-(1-methyl-1H-imidazol-2-ylsulfanyl)-ethyl]-6-(4-trifluoromethoxy-phenoxymethyl)-cyclohexylmethyl]-1H-[1,2,4]triazole (212890-41-0)

Guidance literature:

Multi-step reaction with 21 steps

1: DMAP, PPh₃ / Ambient temperature

2: NaOMe / methanol / Ambient temperature

3: 83 percent / NBS / tetrahydrofuran

4: 79 percent / Bu₃SnCl, NaBH₄, AIBN / 2-methyl-propan-2-ol / 80 °C

5: aq. HCl / tetrahydrofuran / 0 °C

6: LiAlH₄ / diethyl ether / 0 °C

7: DMAP / dimethylformamide / Ambient temperature

8: PCC / diethyl ether / Ambient temperature

9: 1.) LDA / 1.) THF

10: 1.) NaBH₄, 2.) NaOMe / 1.) MeOH, 0 deg C, 2.) MeOH, reflux

11: NaH / dimethylformamide / Ambient temperature

12: LiAlH₄ / diethyl ether / 0 °C

13: Et₃N / CH₂Cl₂ / 0 °C

14: dimethylformamide / Ambient temperature

15: 1.) O₃, 2.) Me₂S, K₂CO₃ / 1.) MeOH, CHCl₃, -78 deg C

16: 1.) NaOBr, aq. NaOH, 2.) LiAlH₄ / 1.) dioxane, 2.) ether, 0 deg C

17: Et₃N / CH₂Cl₂ / 0 °C

18: NaH / dimethylformamide / Ambient temperature

19: HCO₂H / ethyl acetate / Ambient temperature

20: pyridine / CH₂Cl₂ / 0 °C

With pyridine; hydrogenchloride; dmap; sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; lithium aluminium tetrahydride; formic acid; sodium hypobromide; dimethylsulfide; 2,2'-azobis(isobutyronitrile); tributyltin chloride; sodium methylate; sodium hydride; potassium carbonate; ozone; triethylamine; triphenylphosphine; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1016/S0960-894X(98)00315-1

Reference yield:

(-)-trans-carveol (18383-51-2,22567-18-6,20307-86-2) → 1-[(1R,2R,3S,6R)-2-Methoxy-3-methyl-3-[2-(1-methyl-1H-imidazol-2-ylsulfanyl)-ethyl]-6-(4-trifluoromethoxy-phenoxymethyl)-cyclohexylmethyl]-1H-[1,2,4]triazole (212890-41-0)

Guidance literature:

Multi-step reaction with 19 steps

1: 83 percent / NBS / tetrahydrofuran

2: 79 percent / Bu₃SnCl, NaBH₄, AIBN / 2-methyl-propan-2-ol / 80 °C

3: aq. HCl / tetrahydrofuran / 0 °C

4: LiAlH₄ / diethyl ether / 0 °C

5: DMAP / dimethylformamide / Ambient temperature

6: PCC / diethyl ether / Ambient temperature

7: 1.) LDA / 1.) THF

8: 1.) NaBH₄, 2.) NaOMe / 1.) MeOH, 0 deg C, 2.) MeOH, reflux

9: NaH / dimethylformamide / Ambient temperature

10: LiAlH₄ / diethyl ether / 0 °C

11: Et₃N / CH₂Cl₂ / 0 °C

12: dimethylformamide / Ambient temperature

13: 1.) O₃, 2.) Me₂S, K₂CO₃ / 1.) MeOH, CHCl₃, -78 deg C

14: 1.) NaOBr, aq. NaOH, 2.) LiAlH₄ / 1.) dioxane, 2.) ether, 0 deg C

15: Et₃N / CH₂Cl₂ / 0 °C

16: NaH / dimethylformamide / Ambient temperature

17: HCO₂H / ethyl acetate / Ambient temperature

18: pyridine / CH₂Cl₂ / 0 °C

With pyridine; hydrogenchloride; dmap; sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; lithium aluminium tetrahydride; formic acid; sodium hypobromide; dimethylsulfide; 2,2'-azobis(isobutyronitrile); tributyltin chloride; sodium methylate; sodium hydride; potassium carbonate; ozone; triethylamine; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1016/S0960-894X(98)00315-1

Reference yield:

(R)-Carvone (6485-40-1,2244-16-8) → 1-[(1R,2R,3S,6R)-2-Methoxy-3-methyl-3-[2-(1-methyl-1H-imidazol-2-ylsulfanyl)-ethyl]-6-(4-trifluoromethoxy-phenoxymethyl)-cyclohexylmethyl]-1H-[1,2,4]triazole (212890-41-0)

Guidance literature:

Multi-step reaction with 22 steps

1: 92 percent / LiAlH₄ / diethyl ether / -78 °C

2: DMAP, PPh₃ / Ambient temperature

3: NaOMe / methanol / Ambient temperature

4: 83 percent / NBS / tetrahydrofuran

5: 79 percent / Bu₃SnCl, NaBH₄, AIBN / 2-methyl-propan-2-ol / 80 °C

6: aq. HCl / tetrahydrofuran / 0 °C

7: LiAlH₄ / diethyl ether / 0 °C

8: DMAP / dimethylformamide / Ambient temperature

9: PCC / diethyl ether / Ambient temperature

10: 1.) LDA / 1.) THF

11: 1.) NaBH₄, 2.) NaOMe / 1.) MeOH, 0 deg C, 2.) MeOH, reflux

12: NaH / dimethylformamide / Ambient temperature

13: LiAlH₄ / diethyl ether / 0 °C

14: Et₃N / CH₂Cl₂ / 0 °C

15: dimethylformamide / Ambient temperature

16: 1.) O₃, 2.) Me₂S, K₂CO₃ / 1.) MeOH, CHCl₃, -78 deg C

17: 1.) NaOBr, aq. NaOH, 2.) LiAlH₄ / 1.) dioxane, 2.) ether, 0 deg C

18: Et₃N / CH₂Cl₂ / 0 °C

19: NaH / dimethylformamide / Ambient temperature

20: HCO₂H / ethyl acetate / Ambient temperature

21: pyridine / CH₂Cl₂ / 0 °C

With pyridine; hydrogenchloride; dmap; sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; lithium aluminium tetrahydride; formic acid; sodium hypobromide; dimethylsulfide; 2,2'-azobis(isobutyronitrile); tributyltin chloride; sodium methylate; sodium hydride; potassium carbonate; ozone; triethylamine; triphenylphosphine; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1016/S0960-894X(98)00315-1

upstream raw materials:

2-Mercapto-1-methylimidazole

(4R,6R)-carveol

(R)-Carvone

(-)-trans-carveol