N-cyclohexyl-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydro<1>benzothieno<2,3-c>pyridine-3-carboxamide

Base Information

Chemical Name:N-cyclohexyl-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydro<1>benzothieno<2,3-c>pyridine-3-carboxamide
CAS No.:129572-33-4
Molecular Formula:C₂₃H₃₀N₂O₃S
Molecular Weight:414.569
Hs Code.:

Synonyms:N-cyclohexyl-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydro<1>benzothieno<2,3-c>pyridine-3-carboxamide

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Chemical Property of N-cyclohexyl-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydro<1>benzothieno<2,3-c>pyridine-3-carboxamide

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Technology Process of N-cyclohexyl-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydro<1>benzothieno<2,3-c>pyridine-3-carboxamide

There total 5 articles about N-cyclohexyl-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydro<1>benzothieno<2,3-c>pyridine-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%

: 116654-87-6
2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydro<1>benzothieno<2,3-c>pyridine-3-carboxylic acid

: 108-91-8,157973-60-9
cyclohexylamine

: 129572-33-4
N-cyclohexyl-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydro<1>benzothieno<2,3-c>pyridine-3-carboxamide

Guidance literature:: With diphenyl phosphoryl azide; triethylamine; In N,N-dimethyl-formamide; 1.) 0 deg C, 1 h, 2.) 20 deg C, 12 h;
DOI:10.1021/jm00173a031

Reference yield:

: 1956-23-6
(R)-α-amino-3-[1]benzothiophene-3-ylpropionic acid

: 129572-33-4
N-cyclohexyl-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydro<1>benzothieno<2,3-c>pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) thionyl chloride / 1.) -10 deg C, 30 min, 2.) RT, 2 d

2: 69 percent / ethanol; H₂O / 5 h / 80 °C

3: 74 percent / tetrahydrofuran / 1 h / 70 °C

4: 75 percent / 5 N NaOH / methanol / 1 h / 100 °C

5: 65 percent / diphenyl phosphorazidate (DPPA), NEt₃ / dimethylformamide / 1.) 0 deg C, 1 h, 2.) 20 deg C, 12 h

With sodium hydroxide; thionyl chloride; diphenyl phosphoryl azide; triethylamine; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00173a031

Reference yield:

: 116654-16-1
1,2,3,4-tetrahydro<1>benzothieno<2,3-c>pyridine-3-carboxylic acid ethyl ester

: 129572-33-4
N-cyclohexyl-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydro<1>benzothieno<2,3-c>pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 74 percent / tetrahydrofuran / 1 h / 70 °C

2: 75 percent / 5 N NaOH / methanol / 1 h / 100 °C

3: 65 percent / diphenyl phosphorazidate (DPPA), NEt₃ / dimethylformamide / 1.) 0 deg C, 1 h, 2.) 20 deg C, 12 h

With sodium hydroxide; diphenyl phosphoryl azide; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00173a031