C₂₅H₂₅NO₄Se

Base Information

• Chemical Name: C₂₅H₂₅NO₄Se
• CAS No.: 129112-89-6
• Molecular Formula: C₂₅H₂₅NO₄Se
• Molecular Weight: 482.438

Synonyms:

Chemical Property of C₂₅H₂₅NO₄Se

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₅H₂₅NO₄Se

There total 42 articles about C₂₅H₂₅NO₄Se 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 2-(2,3,4,5-tetrahydro-7,8-methylenedioxy-1H-2-benzazepin-1-ylidene)acetate (102487-70-7) → C25H25NO4Se (129112-89-6,129112-97-6)

Guidance literature:

Multi-step reaction with 18 steps

1: 93 percent / diethyl ether / 2 h / 0 °C

2: 80 percent / acetonitrile / 0.33 h / 0 °C / Irradiation

3: 100 percent / NaBH₄ / methanol / 0.33 h / 0 °C

4: 89 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.75 h / -30 °C

5: 100 percent / H₂ / 10percent Pd/C / tetrahydrofuran; acetone / 3 h / 2942.03 Torr / Ambient temperature

6: 95 percent / DMSO, acetic anhydride / 17 h / Ambient temperature

7: 99 percent / p-TsOH / benzene / 4 h / Heating

8: 82 percent / MgCl₂, tert-heptylmercaptan / dimethylsulfoxide / 3 h / 160 °C

9: 94 percent / NaBH₄ / tetrahydrofuran; methanol / 1.) 0 deg C, 1 h, 2.) RT, 3 h

10: 100 percent / 5percent aq. HCl / acetone / 3 h / 70 °C

11: 4-dimethylaminopyridine, pyridine / 2 h / 0 °C

12: 5percent K₂CO₃ / methanol / 1 h / 75 °C

13: 1.) PhSeCl, BF₃*Et₂O, 2.) mercury(II) perchlorate(MPC) / 1.) THF, reflux, 1 h, 2.) MeOH, 65 deg C, 30 min

14: 100 percent / NaBH₄ / methanol / 0.5 h / 0 °C

15: 1.) NaH, imidazole / 1.) THF, reflux, 1 h, 2.) THF, reflux, 30 min

16: n-Bu3SnH, α,α-azobisisobutyronitrile (AIBN) / toluene / 0.67 h / Heating

17: 1.) CeCl₃*6H₂O, NaBH₄, 2.) NaH, imidazole, 3.) n-Bu₄nHSO₄

18: 1.) lithium diisopropylamide, n-BuLi / 1.) THF, hexane -78 deg C, 30 min, 2.) THF, hexane, 1 h

With pyridine; 1H-imidazole; hydrogenchloride; dmap; sodium tetrahydroborate; n-butyllithium; Phenylselenyl chloride; cerium(III) chloride; mercury(II) perchlorate; 2-methylhexane-2-thiol; azobisisobutyronitrile; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; tetra(n-butyl)ammonium hydrogensulfate; acetic anhydride; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; magnesium chloride; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dimethyl sulfoxide; acetone; toluene; acetonitrile; benzene;

DOI:10.1248/cpb.44.515

Reference yield:

C17H15NO6 (102487-71-8) → C25H25NO4Se (129112-89-6,129112-97-6)

Guidance literature:

Multi-step reaction with 17 steps

1: 80 percent / acetonitrile / 0.33 h / 0 °C / Irradiation

2: 100 percent / NaBH₄ / methanol / 0.33 h / 0 °C

3: 89 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.75 h / -30 °C

4: 100 percent / H₂ / 10percent Pd/C / tetrahydrofuran; acetone / 3 h / 2942.03 Torr / Ambient temperature

5: 95 percent / DMSO, acetic anhydride / 17 h / Ambient temperature

6: 99 percent / p-TsOH / benzene / 4 h / Heating

7: 82 percent / MgCl₂, tert-heptylmercaptan / dimethylsulfoxide / 3 h / 160 °C

8: 94 percent / NaBH₄ / tetrahydrofuran; methanol / 1.) 0 deg C, 1 h, 2.) RT, 3 h

9: 100 percent / 5percent aq. HCl / acetone / 3 h / 70 °C

10: 4-dimethylaminopyridine, pyridine / 2 h / 0 °C

11: 5percent K₂CO₃ / methanol / 1 h / 75 °C

12: 1.) PhSeCl, BF₃*Et₂O, 2.) mercury(II) perchlorate(MPC) / 1.) THF, reflux, 1 h, 2.) MeOH, 65 deg C, 30 min

13: 100 percent / NaBH₄ / methanol / 0.5 h / 0 °C

14: 1.) NaH, imidazole / 1.) THF, reflux, 1 h, 2.) THF, reflux, 30 min

15: n-Bu3SnH, α,α-azobisisobutyronitrile (AIBN) / toluene / 0.67 h / Heating

16: 1.) CeCl₃*6H₂O, NaBH₄, 2.) NaH, imidazole, 3.) n-Bu₄nHSO₄

17: 1.) lithium diisopropylamide, n-BuLi / 1.) THF, hexane -78 deg C, 30 min, 2.) THF, hexane, 1 h

With pyridine; 1H-imidazole; hydrogenchloride; dmap; sodium tetrahydroborate; n-butyllithium; Phenylselenyl chloride; cerium(III) chloride; mercury(II) perchlorate; 2-methylhexane-2-thiol; azobisisobutyronitrile; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; tetra(n-butyl)ammonium hydrogensulfate; acetic anhydride; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; magnesium chloride; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; dimethyl sulfoxide; acetone; toluene; acetonitrile; benzene;

DOI:10.1248/cpb.44.515

Reference yield:

ethyl 2-(2,3,4,5-tetrahydro-7,8-methylenedioxy-1H-2-benzazepin-1-ylidene)acetate (102487-70-7) → C25H25NO4Se (129112-89-6,129112-97-6)

Guidance literature:

Multi-step reaction with 18 steps

1: 93 percent / diethyl ether / 2 h / 0 °C

2: 80 percent / acetonitrile / 0.33 h / 0 °C / Irradiation

3: 100 percent / NaBH₄ / methanol / 0.33 h / 0 °C

4: 89 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.75 h / -30 °C

5: 100 percent / H₂ / 10percent Pd/C / tetrahydrofuran; acetone / 3 h / 2942.03 Torr / Ambient temperature

6: 95 percent / DMSO, acetic anhydride / 17 h / Ambient temperature

7: 99 percent / p-TsOH / benzene / 4 h / Heating

8: 82 percent / MgCl₂, tert-heptylmercaptan / dimethylsulfoxide / 3 h / 160 °C

9: 94 percent / NaBH₄ / tetrahydrofuran; methanol / 1.) 0 deg C, 1 h, 2.) RT, 3 h

10: 100 percent / 5percent aq. HCl / acetone / 3 h / 70 °C

11: 4-dimethylaminopyridine, pyridine / 2 h / 0 °C

12: 5percent K₂CO₃ / methanol / 1 h / 75 °C

13: 1.) PhSeCl, BF₃*Et₂O, 2.) mercury(II) perchlorate(MPC) / 1.) THF, reflux, 1 h, 2.) MeOH, 65 deg C, 30 min

14: 100 percent / NaBH₄ / methanol / 0.5 h / 0 °C

15: 1.) NaH, imidazole / 1.) THF, reflux, 1 h, 2.) THF, reflux, 30 min

16: n-Bu3SnH, α,α-azobisisobutyronitrile (AIBN) / toluene / 0.67 h / Heating

17: 1.) CeCl₃*6H₂O, NaBH₄, 2.) NaH, imidazole, 3.) n-Bu₄nHSO₄

18: 1.) lithium diisopropylamide, n-BuLi / 1.) THF, hexane -78 deg C, 30 min, 2.) THF, hexane, 1 h

With pyridine; 1H-imidazole; hydrogenchloride; dmap; sodium tetrahydroborate; n-butyllithium; Phenylselenyl chloride; cerium(III) chloride; mercury(II) perchlorate; 2-methylhexane-2-thiol; azobisisobutyronitrile; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; tetra(n-butyl)ammonium hydrogensulfate; acetic anhydride; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; magnesium chloride; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dimethyl sulfoxide; acetone; toluene; acetonitrile; benzene;

DOI:10.1248/cpb.44.515

upstream raw materials:

16,17-methylenedioxy-3,8-dioxo-Δ¹-cis-homoerythrinan

2,3,4,5-tetrahydro-7,8-methylenedioxy-1H-2-benzodiazepine-1-thione

ethyl 2-(2,3,4,5-tetrahydro-7,8-methylenedioxy-1H-2-benzazepin-1-ylidene)acetate

C₁₇H₁₅NO₆

Downstream raw materials:

(+/-)-epischelhammeridine

(+/-)-schelhammeridine

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