3-benzyloxy-14-(2',6'-dichlorobenzyloxy)-4,5α-epoxy-17-methylmorphinan-6-spiro-2'-(1,3-dioxolane)

Base Information

• Chemical Name: 3-benzyloxy-14-(2',6'-dichlorobenzyloxy)-4,5α-epoxy-17-methylmorphinan-6-spiro-2'-(1,3-dioxolane)
• CAS No.: 852836-63-6
• Molecular Formula: C₃₃H₃₃Cl₂NO₅
• Molecular Weight: 594.535
• Mol file: 852836-63-6.mol

Synonyms:3-benzyloxy-14-(2',6'-dichlorobenzyloxy)-4,5α-epoxy-17-methylmorphinan-6-spiro-2'-(1,3-dioxolane)

Chemical Property of 3-benzyloxy-14-(2',6'-dichlorobenzyloxy)-4,5α-epoxy-17-methylmorphinan-6-spiro-2'-(1,3-dioxolane)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-benzyloxy-14-(2',6'-dichlorobenzyloxy)-4,5α-epoxy-17-methylmorphinan-6-spiro-2'-(1,3-dioxolane)

There total 3 articles about 3-benzyloxy-14-(2',6'-dichlorobenzyloxy)-4,5α-epoxy-17-methylmorphinan-6-spiro-2'-(1,3-dioxolane) 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: 48.0%

3-benzyloxy-4,5α-epoxy-14-hydroxy-17-methylmorphinan-6-spiro-2'-(1,3-dioxolane) (852836-61-4) + 2,6-Dichlorobenzyl bromide (20443-98-5) → 3-benzyloxy-14-(2',6'-dichlorobenzyloxy)-4,5α-epoxy-17-methylmorphinan-6-spiro-2'-(1,3-dioxolane) (852836-63-6)

Guidance literature:

3-benzyloxy-4,5α-epoxy-14-hydroxy-17-methylmorphinan-6-spiro-2'-(1,3-dioxolane); With sodium hydride; In N,N-dimethyl-formamide; cooling;

2,6-Dichlorobenzyl bromide; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm040894o

Reference yield:

oxymorphone (76-41-5) → 3-benzyloxy-14-(2',6'-dichlorobenzyloxy)-4,5α-epoxy-17-methylmorphinan-6-spiro-2'-(1,3-dioxolane) (852836-63-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 70 percent / methanesulfonic acid / 24 h / Heating

2.1: 42 percent / potassium carbonate / dimethylformamide / 42 h / 85 °C

3.1: NaH / dimethylformamide / cooling

3.2: 48 percent / dimethylformamide / 20 °C

With methanesulfonic acid; sodium hydride; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/jm040894o

Reference yield:

4,5α-epoxy-3,14-dihydroxy-17-methylmorphinan-6-spiro-2'-(1,3-dioxolane) (263713-08-2) → 3-benzyloxy-14-(2',6'-dichlorobenzyloxy)-4,5α-epoxy-17-methylmorphinan-6-spiro-2'-(1,3-dioxolane) (852836-63-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 42 percent / potassium carbonate / dimethylformamide / 42 h / 85 °C

2.1: NaH / dimethylformamide / cooling

2.2: 48 percent / dimethylformamide / 20 °C

With sodium hydride; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/jm040894o

upstream raw materials:

3-benzyloxy-4,5α-epoxy-14-hydroxy-17-methylmorphinan-6-spiro-2'-(1,3-dioxolane)

2,6-Dichlorobenzyl bromide

oxymorphone

4,5α-epoxy-3,14-dihydroxy-17-methylmorphinan-6-spiro-2'-(1,3-dioxolane)