N-benzyl 2-[(tert-butoxycarbonyl)amino]-6-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

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Chemical Name:N-benzyl 2-[(tert-butoxycarbonyl)amino]-6-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide
CAS No.:1574665-24-9
Molecular Formula:C₂₇H₃₀N₂O₃S
Molecular Weight:462.613
Hs Code.:

Synonyms:N-benzyl 2-[(tert-butoxycarbonyl)amino]-6-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

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Chemical Property of N-benzyl 2-[(tert-butoxycarbonyl)amino]-6-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

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Technology Process of N-benzyl 2-[(tert-butoxycarbonyl)amino]-6-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

There total 4 articles about N-benzyl 2-[(tert-butoxycarbonyl)amino]-6-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide 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: 65.0%

: 1574665-10-3
2-[(tert-butoxycarbonyl)amino]-6-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid

: 100-46-9
benzylamine

: 1574665-24-9
N-benzyl 2-[(tert-butoxycarbonyl)amino]-6-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

Guidance literature:: 2-[(tert-butoxycarbonyl)amino]-6-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In ethyl acetate; at 20 ℃; for 0.166667h;

benzylamine; In ethyl acetate; at 20 ℃; for 3h;
DOI:10.1039/c3ob42478b

Reference yield:

: 4894-75-1
1-phenyl-4-cyclohexanone

: 1574665-24-9
N-benzyl 2-[(tert-butoxycarbonyl)amino]-6-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sulfur; diethylamine / methanol / 24 h / 20 °C

2.1: dmap / 1,4-dioxane / 3 h / 80 °C

2.2: 1.5 h / 40 °C

3.1: sodium hydroxide / methanol; tetrahydrofuran; water / 6 h / 80 °C

4.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / ethyl acetate / 0.17 h / 20 °C

4.2: 3 h / 20 °C

With dmap; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; sulfur; diethylamine; triethylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; ethyl acetate; 1.1: |Gewald Aminoheterocycles Synthesis;
DOI:10.1039/c3ob42478b

Reference yield:

: 119004-72-7
methyl 2-amino-6-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

: 1574665-24-9
N-benzyl 2-[(tert-butoxycarbonyl)amino]-6-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: dmap / 1,4-dioxane / 3 h / 80 °C

1.2: 1.5 h / 40 °C

2.1: sodium hydroxide / methanol; tetrahydrofuran; water / 6 h / 80 °C

3.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / ethyl acetate / 0.17 h / 20 °C

3.2: 3 h / 20 °C

With dmap; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; ethyl acetate;
DOI:10.1039/c3ob42478b