6β-(N-benzyl)methylamino-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxy-3-methoxymorphinan-10-one

Base Information

• Chemical Name: 6β-(N-benzyl)methylamino-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxy-3-methoxymorphinan-10-one
• CAS No.: 1054312-88-7
• Molecular Formula: C₂₉H₃₄N₂O₄
• Molecular Weight: 474.6
• Mol file: 1054312-88-7.mol

Synonyms:6β-(N-benzyl)methylamino-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxy-3-methoxymorphinan-10-one

Chemical Property of 6β-(N-benzyl)methylamino-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxy-3-methoxymorphinan-10-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6β-(N-benzyl)methylamino-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxy-3-methoxymorphinan-10-one

There total 3 articles about 6β-(N-benzyl)methylamino-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxy-3-methoxymorphinan-10-one 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: 66.0%

benzyl-methyl-amine (103-67-3) + 17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxy-3-methoxymorphinan-6,10-dione (96445-13-5) → 6β-(N-benzyl)methylamino-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxy-3-methoxymorphinan-10-one (1054312-88-7)

Guidance literature:

benzyl-methyl-amine; 17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxy-3-methoxymorphinan-6,10-dione; With benzoic acid; In benzene; for 16h; Heating;

With sodium cyanoborohydride; In methanol; at 0 - 20 ℃; for 1.66667h;

DOI:10.1248/cpb.52.664

Reference yield:

C24H29NO8 (691409-41-3) → 6β-(N-benzyl)methylamino-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxy-3-methoxymorphinan-10-one (1054312-88-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 44.76 g / aq. HCl / dioxane / 21 h / Heating

2.1: 41.14 g / KI; K₂CO₃ / dimethylformamide / 3.5 h / 20 °C

3.1: PhCO₂H / benzene / 16 h / Heating

3.2: 66 percent / NaBH₃CN / methanol / 1.67 h / 0 - 20 °C

With hydrogenchloride; potassium carbonate; benzoic acid; potassium iodide; In 1,4-dioxane; N,N-dimethyl-formamide; benzene;

DOI:10.1248/cpb.52.664

Reference yield:

4,5α-epoxy-14β-hydroxy-3-methoxymorphinan-6,10-dione → 6β-(N-benzyl)methylamino-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxy-3-methoxymorphinan-10-one (1054312-88-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 41.14 g / KI; K₂CO₃ / dimethylformamide / 3.5 h / 20 °C

2.1: PhCO₂H / benzene / 16 h / Heating

2.2: 66 percent / NaBH₃CN / methanol / 1.67 h / 0 - 20 °C

With potassium carbonate; benzoic acid; potassium iodide; In N,N-dimethyl-formamide; benzene;

DOI:10.1248/cpb.52.664

upstream raw materials:

benzyl-methyl-amine

17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxy-3-methoxymorphinan-6,10-dione

C₂₄H₂₉NO₈

Downstream raw materials:

6β-(N-benzyl)methylamino-17-(cyclopropylmethyl)-4,5α-epoxy-3,14β-dihydroxymorphinan-10-one