1H-1,2,4-Triazole, 1-[[(1R,2R,3S,6R)-2-methoxy-3-methyl-6-[[4-(trifluoromethoxy)phenoxy] methyl]-3-[2-(triphenylmethoxy)ethyl]cyclohexyl]methyl]-

Base Information

• Chemical Name: 1H-1,2,4-Triazole, 1-[[(1R,2R,3S,6R)-2-methoxy-3-methyl-6-[[4-(trifluoromethoxy)phenoxy] methyl]-3-[2-(triphenylmethoxy)ethyl]cyclohexyl]methyl]-
• CAS No.: 185538-94-7
• Molecular Formula: C₄₀H₄₂F₃N₃O₄
• Molecular Weight: 685.786
• Mol file: 185538-94-7.mol

Synonyms:

Chemical Property of 1H-1,2,4-Triazole, 1-[[(1R,2R,3S,6R)-2-methoxy-3-methyl-6-[[4-(trifluoromethoxy)phenoxy] methyl]-3-[2-(triphenylmethoxy)ethyl]cyclohexyl]methyl]-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-1,2,4-Triazole, 1-[[(1R,2R,3S,6R)-2-methoxy-3-methyl-6-[[4-(trifluoromethoxy)phenoxy] methyl]-3-[2-(triphenylmethoxy)ethyl]cyclohexyl]methyl]-

There total 19 articles about 1H-1,2,4-Triazole, 1-[[(1R,2R,3S,6R)-2-methoxy-3-methyl-6-[[4-(trifluoromethoxy)phenoxy] methyl]-3-[2-(triphenylmethoxy)ethyl]cyclohexyl]methyl]- 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-6-(4-trifluoromethoxy-phenoxymethyl)-3-(2-trityloxy-ethyl)-cyclohexylmethyl]-1H-[1,2,4]triazole (185538-94-7)

Guidance literature:

Multi-step reaction with 18 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

With hydrogenchloride; dmap; sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; lithium aluminium tetrahydride; 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; 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-6-(4-trifluoromethoxy-phenoxymethyl)-3-(2-trityloxy-ethyl)-cyclohexylmethyl]-1H-[1,2,4]triazole (185538-94-7)

Guidance literature:

Multi-step reaction with 19 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

With hydrogenchloride; dmap; sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; lithium aluminium tetrahydride; 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; 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-6-(4-trifluoromethoxy-phenoxymethyl)-3-(2-trityloxy-ethyl)-cyclohexylmethyl]-1H-[1,2,4]triazole (185538-94-7)

Guidance literature:

Multi-step reaction with 16 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

With hydrogenchloride; dmap; sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; lithium aluminium tetrahydride; 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; N,N-dimethyl-formamide; tert-butyl alcohol;

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

upstream raw materials:

4-Trifluoromethoxyphenol

(4R,6R)-carveol

(R)-Carvone

(-)-trans-carveol

Downstream raw materials:

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

4-{2-[(1S,2R,3R,4R)-2-Methoxy-1-methyl-3-[1,2,4]triazol-1-ylmethyl-4-(4-trifluoromethoxy-phenoxymethyl)-cyclohexyl]-ethyl}-morpholine

1-[(1R,2R,3S,6R)-3-(2-Imidazol-1-yl-ethyl)-2-methoxy-3-methyl-6-(4-trifluoromethoxy-phenoxymethyl)-cyclohexylmethyl]-1H-[1,2,4]triazole

2-[(1S,2R,3R,4R)-2-Methoxy-1-methyl-3-[1,2,4]triazol-1-ylmethyl-4-(4-trifluoromethoxy-phenoxymethyl)-cyclohexyl]-ethanol

Refernces