5'-(2-bromophenyl)-17-(cyclopropylmethyl)-6,7-didehydro-3,14-dihydroxy-4,5α-epoxypyrido[2',3':6,7]morphinan

Base Information

• Chemical Name: 5'-(2-bromophenyl)-17-(cyclopropylmethyl)-6,7-didehydro-3,14-dihydroxy-4,5α-epoxypyrido[2',3':6,7]morphinan
• CAS No.: 651357-28-7
• Molecular Formula: C₂₉H₂₇BrN₂O₃
• Molecular Weight: 531.449
• Mol file: 651357-28-7.mol

Synonyms:5'-(2-bromophenyl)-17-(cyclopropylmethyl)-6,7-didehydro-3,14-dihydroxy-4,5α-epoxypyrido[2',3':6,7]morphinan

Chemical Property of 5'-(2-bromophenyl)-17-(cyclopropylmethyl)-6,7-didehydro-3,14-dihydroxy-4,5α-epoxypyrido[2',3':6,7]morphinan

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-(2-bromophenyl)-17-(cyclopropylmethyl)-6,7-didehydro-3,14-dihydroxy-4,5α-epoxypyrido[2',3':6,7]morphinan

There total 2 articles about 5'-(2-bromophenyl)-17-(cyclopropylmethyl)-6,7-didehydro-3,14-dihydroxy-4,5α-epoxypyrido[2',3':6,7]morphinan 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%

naltrexone Hydrochloride (16676-29-2) + 2-(2-bromophenyl)-3-(dimethylamino)acrolein → 5'-(2-bromophenyl)-17-(cyclopropylmethyl)-6,7-didehydro-3,14-dihydroxy-4,5α-epoxypyrido[2',3':6,7]morphinan (651357-28-7)

Guidance literature:

With ammonium acetate; acetic acid; for 20h; Heating;

DOI:10.1016/S0968-0896(03)00432-2

Reference yield:

ortho-bromophenylacetic acid (18698-97-0) → 5'-(2-bromophenyl)-17-(cyclopropylmethyl)-6,7-didehydro-3,14-dihydroxy-4,5α-epoxypyrido[2',3':6,7]morphinan (651357-28-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: phosphorus oxychloride / 0.08 h / cooling

1.2: dimethylformamide / 18 h / 70 °C

2.1: 21 percent / ammonium acetate; acetic acid / 20 h / Heating

With ammonium acetate; acetic acid; trichlorophosphate; 1.2: Vilsmeier-Haack decarboxylative diformylation;

DOI:10.1016/S0968-0896(03)00432-2

Reference yield: 36.0%

5'-(2-bromophenyl)-17-(cyclopropylmethyl)-6,7-didehydro-3,14-dihydroxy-4,5α-epoxypyrido[2',3':6,7]morphinan (651357-28-7) + phenylboronic acid (98-80-6) → 5'-(2-biphenylyl)-17-(cyclopropylmethyl)-6,7-didehydro-3,14-dihydroxy-4,5α-epoxypyrido[2',3':6,7]morphinan

Guidance literature:

With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; toluene; for 16h; Heating;

DOI:10.1016/S0968-0896(03)00432-2

upstream raw materials:

naltrexone Hydrochloride

ortho-bromophenylacetic acid