(6R,6aR,8R,12R,12aS)-(-)-1,12-Epoxy-5,6,6a,7,8,11-hexahydro-6,12a-iminoethano-2-methoxy-10,15-dimethyl-8-(4-nitrophenyl)-(12H)-naphtho<2,1-g>chinolin-9-carbonsaeureethylester

Base Information

• Chemical Name: (6R,6aR,8R,12R,12aS)-(-)-1,12-Epoxy-5,6,6a,7,8,11-hexahydro-6,12a-iminoethano-2-methoxy-10,15-dimethyl-8-(4-nitrophenyl)-(12H)-naphtho<2,1-g>chinolin-9-carbonsaeureethylester
• CAS No.: 145301-12-8
• Molecular Formula: C₃₁H₃₃N₃O₆
• Molecular Weight: 543.62

Synonyms:

Chemical Property of (6R,6aR,8R,12R,12aS)-(-)-1,12-Epoxy-5,6,6a,7,8,11-hexahydro-6,12a-iminoethano-2-methoxy-10,15-dimethyl-8-(4-nitrophenyl)-(12H)-naphtho<2,1-g>chinolin-9-carbonsaeureethylester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R,6aR,8R,12R,12aS)-(-)-1,12-Epoxy-5,6,6a,7,8,11-hexahydro-6,12a-iminoethano-2-methoxy-10,15-dimethyl-8-(4-nitrophenyl)-(12H)-naphtho<2,1-g>chinolin-9-carbonsaeureethylester

There total 8 articles about (6R,6aR,8R,12R,12aS)-(-)-1,12-Epoxy-5,6,6a,7,8,11-hexahydro-6,12a-iminoethano-2-methoxy-10,15-dimethyl-8-(4-nitrophenyl)-(12H)-naphtho<2,1-g>chinolin-9-carbonsaeureethylester 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: 21.0%

ethyl acetoacetate (141-97-9) + (E)-(5R,9R,13S,14R)-(+)-4,5α-Epoxy-3-methoxy-17-methyl-7-(4-nitrobenzyliden)-morphinan-6-on (145301-05-9) → (6R,6aR,8S,12R,12aS)-(-)-1,12-Epoxy-5,6,6a,7,8,11-hexahydro-6,12a-iminoethano-2-methoxy-10,15-dimethyl-8-(4-nitrophenyl)-(12H)-naphtho<2,1-g>chinolin-9-carbonsaeureethylester (145301-12-8,145374-21-6) + (6R,6aR,8R,12R,12aS)-(-)-1,12-Epoxy-5,6,6a,7,8,11-hexahydro-6,12a-iminoethano-2-methoxy-10,15-dimethyl-8-(4-nitrophenyl)-(12H)-naphtho<2,1-g>chinolin-9-carbonsaeureethylester (145301-12-8,145374-21-6)

Guidance literature:

With ammonium acetate; acetic acid; at 90 - 100 ℃; for 0.5h;

DOI:10.1002/ardp.19923251003

Reference yield: 21.0%

ethyl acetoacetate (141-97-9) + (E)-(5R,9R,13S,14R)-(+)-4,5α-Epoxy-3-methoxy-17-methyl-7-(4-nitrobenzyliden)-morphinan-6-on (145301-05-9) → (6R,6aR,8S,12R,12aS)-(-)-1,12-Epoxy-5,6,6a,7,8,11-hexahydro-6,12a-iminoethano-2-methoxy-10,15-dimethyl-8-(4-nitrophenyl)-(12H)-naphtho<2,1-g>chinolin-9-carbonsaeureethylester (145301-12-8,145374-21-6) + (6R,6aR,8R,12R,12aS)-(-)-1,12-Epoxy-5,6,6a,7,8,11-hexahydro-6,12a-iminoethano-2-methoxy-10,15-dimethyl-8-(4-nitrophenyl)-(12H)-naphtho<2,1-g>chinolin-9-carbonsaeureethylester (145301-12-8,145374-21-6)

Guidance literature:

With ammonium acetate; acetic acid; at 90 - 100 ℃; for 0.5h;

DOI:10.1002/ardp.19923251003

Reference yield:

4-nitrobenzaldehdye (555-16-8) → (6R,6aR,8S,12R,12aS)-(-)-1,12-Epoxy-5,6,6a,7,8,11-hexahydro-6,12a-iminoethano-2-methoxy-10,15-dimethyl-8-(4-nitrophenyl)-(12H)-naphtho<2,1-g>chinolin-9-carbonsaeureethylester (145301-12-8,145374-21-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 42 percent / conc. NH₃ / ethanol / 3 h / Ambient temperature

2: 90 percent / conc. HCl, HOAc / 0.5 h / Heating

3: 41 percent / NH₄OAc, HOAc / 0.5 h / 90 - 100 °C

With hydrogenchloride; ammonium hydroxide; ammonium acetate; acetic acid; In ethanol;

DOI:10.1002/ardp.19923251003

upstream raw materials:

ethyl acetoacetate

(E)-(5R,9R,13S,14R)-(+)-4,5α-Epoxy-3-methoxy-17-methyl-7-(4-nitrobenzyliden)-morphinan-6-on

4-nitrobenzaldehdye

(R/S,5R,7R,9R,13S,14R)-(4,5α-Epoxy-3-methoxy-17-methyl-6-oxo-7α-morphinanyl)-(4-nitrophenyl)-methanol

Downstream raw materials:

(6R,6aR,12R,12aS)-(-)-1,12-Epoxy-5,6,6a,7-tetrahydro-6,12a-iminoethano-2-methoxy-10,15-dimethyl-8-(4-nitrophenyl)-(12H)-naphtho<2,1-g>chinolin-9-carbonsaeureethylester

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