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

Base Information

• Chemical Name: methyl (7R)-14-cyclohexyl-7-(methylamino)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate
• CAS No.: 1034774-68-9
• Molecular Formula: C₂₆H₃₀N₂O₃
• Molecular Weight: 418.536
• Mol file: 1034774-68-9.mol

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

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

There total 14 articles about methyl (7R)-14-cyclohexyl-7-(methylamino)-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: 79.0%

methyl (7R)-7-amino-14-cyclohexyl-7,8-dihydro-6H-indolo-[1,2-e][1,5]benzoxazocine-11-carboxylate (886041-64-1) + 2,2,2-trifluoroethyl formate (32042-38-9) → methyl (7R)-14-cyclohexyl-7-(methylamino)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (1034774-68-9)

Guidance literature:

methyl (7R)-7-amino-14-cyclohexyl-7,8-dihydro-6H-indolo-[1,2-e][1,5]benzoxazocine-11-carboxylate; 2,2,2-trifluoroethyl formate; In tetrahydrofuran; at 20 ℃;

With dimethylsulfide borane complex; In tetrahydrofuran; at 20 ℃; for 20h;

With hydrogenchloride; sodium hydrogencarbonate; more than 3 stages;

Reference yield:

C26H28N2O4 → methyl (7R)-14-cyclohexyl-7-(methylamino)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (1034774-68-9)

Guidance literature:

C₂₆H₂₈N₂O₄; With dimethylsulfide borane complex; In tetrahydrofuran; at 20 ℃; for 20h;

With hydrogenchloride; In methanol; water; for 2h; Heating;

DOI:10.1055/s-0030-1260790

Reference yield:

3-cyclohexyl-2-(2-hydroxy-phenyl)-1H-indole-6-carboxylic acid methyl ester (863578-50-1) → methyl (7R)-14-cyclohexyl-7-(methylamino)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (1034774-68-9)

Guidance literature:

Multi-step reaction with 7 steps

1.1: cesium fluoride / N,N-dimethyl-formamide

2.1: caesium carbonate / 1,4-dioxane / 100 °C

3.1: pyridine

4.1: trimethylsilylazide; tetrabutylammonium triphenyldifluorosilicate / tetrahydrofuran / 70 °C

5.1: palladium on carbon; hydrogen / methanol

6.1: tetrahydrofuran / 20 °C

7.1: dimethylsulfide borane complex / tetrahydrofuran / 20 h / 20 °C

7.2: 2 h / Heating

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

DOI:10.1055/s-0030-1260790

upstream raw materials:

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

2,2,2-trifluoroethyl formate

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

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

methyl (7R)-7-[(2-{3-[(tert-butoxycarbonyl)(methyl)amino]pyrrolidin-1-yl}ethyl)(methyl)amino]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate