tert-butyl {(3S)-1-[6-({[2-(2,6-difluorophenyl)-1,3-thiazol-4-yl]carbonyl}amino)thieno[3,2-b]pyridin-7-yl]piperidin-3-yl}carbamate

Base Information

Chemical Name:tert-butyl {(3S)-1-[6-({[2-(2,6-difluorophenyl)-1,3-thiazol-4-yl]carbonyl}amino)thieno[3,2-b]pyridin-7-yl]piperidin-3-yl}carbamate
CAS No.:1620011-17-7
Molecular Formula:C₂₇H₂₇F₂N₅O₃S₂
Molecular Weight:571.672
Hs Code.:

Synonyms:tert-butyl {(3S)-1-[6-({[2-(2,6-difluorophenyl)-1,3-thiazol-4-yl]carbonyl}amino)thieno[3,2-b]pyridin-7-yl]piperidin-3-yl}carbamate

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Chemical Property of tert-butyl {(3S)-1-[6-({[2-(2,6-difluorophenyl)-1,3-thiazol-4-yl]carbonyl}amino)thieno[3,2-b]pyridin-7-yl]piperidin-3-yl}carbamate

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Technology Process of tert-butyl {(3S)-1-[6-({[2-(2,6-difluorophenyl)-1,3-thiazol-4-yl]carbonyl}amino)thieno[3,2-b]pyridin-7-yl]piperidin-3-yl}carbamate

There total 7 articles about tert-butyl {(3S)-1-[6-({[2-(2,6-difluorophenyl)-1,3-thiazol-4-yl]carbonyl}amino)thieno[3,2-b]pyridin-7-yl]piperidin-3-yl}carbamate 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: 96.0%

: 26189-59-3
1-chloro-1-(dimethylamino)-2-methyl-1-propene

: 1017452-64-0
2-(2,6-difluorophenyl)-1,3-thiazole-4-carboxylic acid

: 1620011-14-4
tert-butyl [(3S)-1-(6-aminothieno[3,2-b]pyridin-7-yl)piperidin-3-yl]carbamate

: 1620011-17-7
tert-butyl {(3S)-1-[6-({[2-(2,6-difluorophenyl)-1,3-thiazol-4-yl]carbonyl}amino)thieno[3,2-b]pyridin-7-yl]piperidin-3-yl}carbamate

Guidance literature:: 1-chloro-1-(dimethylamino)-2-methyl-1-propene; 2-(2,6-difluorophenyl)-1,3-thiazole-4-carboxylic acid; In dichloromethane; at 20 - 30 ℃; for 2h;

tert-butyl [(3S)-1-(6-aminothieno[3,2-b]pyridin-7-yl)piperidin-3-yl]carbamate; With pyridine; In dichloromethane; at 20 - 30 ℃; for 2h;

Reference yield:

: 69627-02-7,107818-20-2
thieno[3,2-b]pyridin-7-ol

: 1620011-17-7
tert-butyl {(3S)-1-[6-({[2-(2,6-difluorophenyl)-1,3-thiazol-4-yl]carbonyl}amino)thieno[3,2-b]pyridin-7-yl]piperidin-3-yl}carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrabutylammonium nitrate; trifluoroacetic anhydride / dichloromethane / 24.5 h / -10 - 30 °C

2.1: trichlorophosphate / 3 h / 110 °C

3.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 12 h / 110 °C

4.1: iron; ammonium chloride / ethanol; water / 2 h / 80 °C

5.1: dichloromethane / 2 h / 20 - 30 °C

5.2: 2 h / 20 - 30 °C

With tetrabutylammonium nitrate; iron; ammonium chloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; trichlorophosphate; In ethanol; dichloromethane; water; butan-1-ol;

Reference yield:

: 863868-37-5
2-(2,6-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1620011-17-7
tert-butyl {(3S)-1-[6-({[2-(2,6-difluorophenyl)-1,3-thiazol-4-yl]carbonyl}amino)thieno[3,2-b]pyridin-7-yl]piperidin-3-yl}carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: bis(tri-t-butylphosphine)palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine / water; 1,4-dioxane / 3 h / 120 °C / Inert atmosphere

2.1: lithium hydroxide monohydrate / water; tetrahydrofuran / 5 h / 60 °C

3.1: dichloromethane / 2 h / 20 - 30 °C

3.2: 2 h / 20 - 30 °C

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; lithium hydroxide monohydrate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;