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

Base Information

Chemical Name:methyl (7R)-7-amino-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate hydrochloride
CAS No.:1267509-98-7
Molecular Formula:C₂₅H₂₈N₂O₃*ClH
Molecular Weight:440.97
Hs Code.:

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

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

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

There total 3 articles about methyl (7R)-7-amino-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate hydrochloride 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:

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

: 1267509-98-7
methyl (7R)-7-amino-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate hydrochloride

Guidance literature:: methyl (7R)-7-azido-14-cyclohexyl-7,8-dihydro-6H-indolo-[1,2-e][1,5]benzoxazocine-11-carboxylate; With triphenylphosphine; In tetrahydrofuran; at 25 ℃; for 8.5h; Large scale reaction;

With water; In tetrahydrofuran; at 50 ℃; for 18h; optical yield given as %ee; enantioselective reaction; Further stages; Large scale reaction;
DOI:10.1021/op200002u

Reference yield:

: 886041-53-8
3-cyclohexyl-2-{2-[(2S)-oxiran-2-ylmethoxy]phenyl}-1H-indole-6-carboxylic acid methyl ester

: 1267509-98-7
methyl (7R)-7-amino-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate hydrochloride

Guidance literature:: Multi-step reaction with 3 steps

1.1: caesium carbonate / N,N-dimethyl acetamide / 2.5 h / 65 °C / Large scale reaction

2.1: di-isopropyl azodicarboxylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine / tetrahydrofuran / 0.42 h / 10 - 15 °C / Large scale reaction

2.2: 2.67 h / 15 - 25 °C / Large scale reaction

3.1: triphenylphosphine / tetrahydrofuran / 8.5 h / 25 °C / Large scale reaction

3.2: 18 h / 50 °C / Large scale reaction

With di-isopropyl azodicarboxylate; caesium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl acetamide; 2.1: Mitsunobu reaction / 2.2: Mitsunobu reaction / 3.1: Staudinger reaction / 3.2: Staudinger reaction;
DOI:10.1021/op200002u

Reference yield:

: 863578-50-1
3-cyclohexyl-2-(2-hydroxy-phenyl)-1H-indole-6-carboxylic acid methyl ester

: 1267509-98-7
methyl (7R)-7-amino-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate hydrochloride

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium tert-butylate / N,N-dimethyl acetamide / 20 - 25 °C / Large scale reaction

1.2: 2.5 h / 65 °C / Large scale reaction

2.1: caesium carbonate / N,N-dimethyl acetamide / 2.5 h / 65 °C / Large scale reaction

3.1: di-isopropyl azodicarboxylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine / tetrahydrofuran / 0.42 h / 10 - 15 °C / Large scale reaction

3.2: 2.67 h / 15 - 25 °C / Large scale reaction

4.1: triphenylphosphine / tetrahydrofuran / 8.5 h / 25 °C / Large scale reaction

4.2: 18 h / 50 °C / Large scale reaction

With di-isopropyl azodicarboxylate; potassium tert-butylate; caesium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl acetamide; 3.1: Mitsunobu reaction / 3.2: Mitsunobu reaction / 4.1: Staudinger reaction / 4.2: Staudinger reaction;
DOI:10.1021/op200002u