N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-(R)-oxide

Base Information

Chemical Name:N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-(R)-oxide
CAS No.:1622329-72-9
Molecular Formula:C₂₂H₁₇ClN₂O₃S
Molecular Weight:424.908
Hs Code.:

Synonyms:N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-(R)-oxide

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Chemical Property of N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-(R)-oxide

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Technology Process of N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-(R)-oxide

There total 10 articles about N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-(R)-oxide 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:

: 1596117-51-9
N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-oxide

: 1622329-72-9
N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-(R)-oxide

: 1596117-71-3
N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-(S)-oxide

Guidance literature:: With CHIRALPAK IA column; In i-Amyl alcohol; hexane; for 0.25h; Resolution of racemate;
DOI:10.1021/jm500126s

Reference yield:

: 440627-09-8
4-(2-carboxy-phenylsulfanyl)-3-nitro-benzoic acid

: 1622329-72-9
N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-(R)-oxide

: 1596117-71-3
N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-(S)-oxide

Guidance literature:: Multi-step reaction with 7 steps

1.1: platinum(IV) oxide; palladium 10% on activated carbon; hydrogen / methanol / 48 h / 20 °C

2.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0 - 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 - 20 °C

3.2: 1.5 h / 20 °C

4.1: lithium hydroxide / tetrahydrofuran; water; methanol / 1 h / 20 °C

5.1: acetic acid; dihydrogen peroxide / 8 h / 20 °C

6.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.08 h / 20 °C

6.2: 20 °C

7.1: CHIRALPAK^? IA column / i-Amyl alcohol; hexane / 0.25 h / Resolution of racemate

With platinum(IV) oxide; palladium 10% on activated carbon; hydrogen; dihydrogen peroxide; sodium hydride; acetic acid; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; methanol; i-Amyl alcohol; hexane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm500126s

Reference yield:

: 440627-10-1
3-amino-4-(2-carboxy-phenylsulfanyl)-benzoic acid

: 1622329-72-9
N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-(R)-oxide

: 1596117-71-3
N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-(S)-oxide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0 - 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 - 20 °C

2.2: 1.5 h / 20 °C

3.1: lithium hydroxide / tetrahydrofuran; water; methanol / 1 h / 20 °C

4.1: acetic acid; dihydrogen peroxide / 8 h / 20 °C

5.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.08 h / 20 °C

5.2: 20 °C

6.1: CHIRALPAK^? IA column / i-Amyl alcohol; hexane / 0.25 h / Resolution of racemate

With dihydrogen peroxide; sodium hydride; acetic acid; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; methanol; i-Amyl alcohol; hexane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm500126s