14-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-6,7-didehydro-4,5α-epoxy-3-(methoxymethoxy)-1'-(methoxymethyl)indolo[2',3':6,7]morphinan

Base Information

• Chemical Name: 14-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-6,7-didehydro-4,5α-epoxy-3-(methoxymethoxy)-1'-(methoxymethyl)indolo[2',3':6,7]morphinan
• CAS No.: 173782-97-3
• Molecular Formula: C₃₇H₃₉ClN₂O₅
• Molecular Weight: 627.18
• Mol file: 173782-97-3.mol

Synonyms:

Chemical Property of 14-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-6,7-didehydro-4,5α-epoxy-3-(methoxymethoxy)-1'-(methoxymethyl)indolo[2',3':6,7]morphinan

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 14-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-6,7-didehydro-4,5α-epoxy-3-(methoxymethoxy)-1'-(methoxymethyl)indolo[2',3':6,7]morphinan

There total 2 articles about 14-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-6,7-didehydro-4,5α-epoxy-3-(methoxymethoxy)-1'-(methoxymethyl)indolo[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:

naltrindole hydrochloride (111469-81-9) → 14-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-6,7-didehydro-4,5α-epoxy-3-(methoxymethoxy)-1'-(methoxymethyl)indolo[2',3':6,7]morphinan (173782-97-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) DMF, 0 deg C, 15 min, r.t., 30 min; 2.) 0 deg C, 30 min, r.t., 120 min

2: 1.) NaH / 1.) DMF, 0 deg C, 15 min, r.t., 30 min; 2.) 0 deg C, 15 min, r.t., 3 h

With sodium hydride;

DOI:10.1002/hlca.19980810532

Reference yield:

1-bromomethyl-2-chlorobenzene (611-17-6) + 17-(cyclopropylmethyl)-6,7-didehydro-4,5α-epoxy-3-(methoxymethoxy)-1'-(methoxymethyl)indolo[2',3':6,7]morphinan-14-ol (173782-84-8) → 14-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-6,7-didehydro-4,5α-epoxy-3-(methoxymethoxy)-1'-(methoxymethyl)indolo[2',3':6,7]morphinan (173782-97-3)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) DMF, 0 deg C, 15 min, r.t., 30 min; 2.) 0 deg C, 15 min, r.t., 3 h;

DOI:10.1002/hlca.19980810532

Reference yield: 43.0%

14-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-6,7-didehydro-4,5α-epoxy-3-(methoxymethoxy)-1'-(methoxymethyl)indolo[2',3':6,7]morphinan (173782-97-3) → 14-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-6,7-didehydro-4,5α-epoxyindolo[2',3':6,7]morphinan-3-ol hydrochloride

Guidance literature:

With hydrogenchloride; In methanol; for 1h; Heating;

DOI:10.1002/hlca.19980810532

upstream raw materials:

1-bromomethyl-2-chlorobenzene

17-(cyclopropylmethyl)-6,7-didehydro-4,5α-epoxy-3-(methoxymethoxy)-1'-(methoxymethyl)indolo[2',3':6,7]morphinan-14-ol

naltrindole hydrochloride