(+)-MCL-740

Base Information

• Chemical Name: (+)-MCL-740
• CAS No.: 1533458-73-9
• Molecular Formula: C₂₇H₃₄N₂O
• Molecular Weight: 402.58
• Mol file: 1533458-73-9.mol

Synonyms:(+)-MCL-740

Chemical Property of (+)-MCL-740

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-MCL-740

There total 6 articles about (+)-MCL-740 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: 89.0%

N-(1-cyclopropyl)methyl-3-(trifluoromethanesulfonyloxy)morphinan + 4-methoxy-aniline (104-94-9) → (+)-MCL-740 (1533458-73-9)

Guidance literature:

With [(2-di-cyclohexylphosphino-3,6-dimethoxy-2′,4′,6′-triisopropyl-1,1′-biphenyl)-2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate; potassium carbonate; In tert-butyl alcohol; at 110 ℃; for 1.5h; Sealed tube; Inert atmosphere;

DOI:10.1021/cn400205z

Reference yield:

(+)-dextrorphan (125-73-5) → (+)-MCL-740 (1533458-73-9)

Guidance literature:

Multi-step reaction with 6 steps

1: potassium carbonate / chloroform / 70 °C

2: hydrogenchloride; acetic acid / water / 90 °C

3: triethylamine / dichloromethane / 0 - 20 °C

4: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C

5: triethylamine / dichloromethane / 0 - 20 °C

6: potassium carbonate; [(2-di-cyclohexylphosphino-3,6-dimethoxy-2′,4′,6′-triisopropyl-1,1′-biphenyl)-2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate / tert-butyl alcohol / 1.5 h / 110 °C / Sealed tube; Inert atmosphere

With hydrogenchloride; lithium aluminium tetrahydride; [(2-di-cyclohexylphosphino-3,6-dimethoxy-2′,4′,6′-triisopropyl-1,1′-biphenyl)-2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate; potassium carbonate; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; chloroform; water; tert-butyl alcohol;

DOI:10.1021/cn400205z

Reference yield:

(4bS,8aS,9S)-ethyl 3-hydroxy-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene-11-carboxylate (1079043-47-2) → (+)-MCL-740 (1533458-73-9)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogenchloride; acetic acid / water / 90 °C

2: triethylamine / dichloromethane / 0 - 20 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C

4: triethylamine / dichloromethane / 0 - 20 °C

5: potassium carbonate; [(2-di-cyclohexylphosphino-3,6-dimethoxy-2′,4′,6′-triisopropyl-1,1′-biphenyl)-2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate / tert-butyl alcohol / 1.5 h / 110 °C / Sealed tube; Inert atmosphere

With hydrogenchloride; lithium aluminium tetrahydride; [(2-di-cyclohexylphosphino-3,6-dimethoxy-2′,4′,6′-triisopropyl-1,1′-biphenyl)-2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate; potassium carbonate; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;

DOI:10.1021/cn400205z

upstream raw materials:

4-methoxy-aniline

(+)-dextrorphan

(4bS,8aS,9S)-ethyl 3-hydroxy-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene-11-carboxylate

(+)-3-Hydroxymorphinan

Refernces