methyl (7R)-7-amino-14-cyclohexyl-7,8-dihydro-6H-indolo-[1,2-e][1,5]benzoxazocine-11-carboxylate

Base Information

• Chemical Name: methyl (7R)-7-amino-14-cyclohexyl-7,8-dihydro-6H-indolo-[1,2-e][1,5]benzoxazocine-11-carboxylate
• CAS No.: 886041-64-1
• Molecular Formula: C₂₅H₂₈N₂O₃
• Molecular Weight: 404.509
• Mol file: 886041-64-1.mol

Synonyms:methyl (7R)-7-amino-14-cyclohexyl-7,8-dihydro-6H-indolo-[1,2-e][1,5]benzoxazocine-11-carboxylate

Chemical Property of methyl (7R)-7-amino-14-cyclohexyl-7,8-dihydro-6H-indolo-[1,2-e][1,5]benzoxazocine-11-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (7R)-7-amino-14-cyclohexyl-7,8-dihydro-6H-indolo-[1,2-e][1,5]benzoxazocine-11-carboxylate

There total 12 articles about methyl (7R)-7-amino-14-cyclohexyl-7,8-dihydro-6H-indolo-[1,2-e][1,5]benzoxazocine-11-carboxylate 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: 92.0%

methyl (7R)-7-azido-14-cyclohexyl-7,8-dihydro-6H-indolo-[1,2-e][1,5]benzoxazocine-11-carboxylate (886041-63-0) → methyl (7R)-7-amino-14-cyclohexyl-7,8-dihydro-6H-indolo-[1,2-e][1,5]benzoxazocine-11-carboxylate (886041-64-1)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; for 4h;

Reference yield:

methyl (7S)-14-cyclohexyl-7-hydroxy-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (886041-54-9) → methyl (7R)-7-amino-14-cyclohexyl-7,8-dihydro-6H-indolo-[1,2-e][1,5]benzoxazocine-11-carboxylate (886041-64-1)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 20 °C

2: trimethylsilylazide; tetrabutylammonium triphenyldifluorosilicate / tetrahydrofuran / 56 h / 65 °C

3: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 760.05 Torr

With pyridine; trimethylsilylazide; palladium 10% on activated carbon; hydrogen; tetrabutylammonium triphenyldifluorosilicate; In tetrahydrofuran; methanol;

DOI:10.1021/jm1013105

Reference yield:

3-cyclohexyl-2-(2-hydroxy-phenyl)-1H-indole-6-carboxylic acid methyl ester (863578-50-1) → methyl (7R)-7-amino-14-cyclohexyl-7,8-dihydro-6H-indolo-[1,2-e][1,5]benzoxazocine-11-carboxylate (886041-64-1)

Guidance literature:

Multi-step reaction with 5 steps

1: cesium fluoride / N,N-dimethyl-formamide / 20 °C

2: caesium carbonate / 1,4-dioxane / 48 h / Reflux

3: pyridine / 20 °C

4: trimethylsilylazide; tetrabutylammonium triphenyldifluorosilicate / tetrahydrofuran / 56 h / 65 °C

5: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 760.05 Torr

With pyridine; trimethylsilylazide; palladium 10% on activated carbon; hydrogen; caesium carbonate; cesium fluoride; tetrabutylammonium triphenyldifluorosilicate; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm1013105

upstream raw materials:

methyl (7R)-7-azido-14-cyclohexyl-7,8-dihydro-6H-indolo-[1,2-e][1,5]benzoxazocine-11-carboxylate

methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate

3-cyclohexyl-2-(2-hydroxy-phenyl)-1H-indole-6-carboxylic acid methyl ester

3-cyclohexyl-2-{2-[(2S)-oxiran-2-ylmethoxy]phenyl}-1H-indole-6-carboxylic acid methyl ester

Downstream raw materials:

methyl (7R)-7-({2-[(tert-butoxycarbonyl)amino]ethyl}amino)-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

methyl (7R)-7-[(2-aminoethyl)amino]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

methyl (7R)-14-cyclohexyl-7-(methylamino)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

methyl (7R)-7-[{2-[(tert-butoxycarbonyl)amino]ethyl}(methyl)amino]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate