methyl [(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)methyl]carbamate

Base Information

Chemical Name:methyl [(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)methyl]carbamate
CAS No.:1607592-41-5
Molecular Formula:C₁₉H₂₄N₄O₃S
Molecular Weight:388.491
Hs Code.:

Synonyms:methyl [(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)methyl]carbamate

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Chemical Property of methyl [(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)methyl]carbamate

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Technology Process of methyl [(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)methyl]carbamate

There total 7 articles about methyl [(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)methyl]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: 13.0%

: (1R)-1-{1-[trans-4-(aminomethyl)cyclohexyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-2-yl}ethanol bis(trifluoroacetate)

: 79-22-1
methyl chloroformate

: 1607592-41-5
methyl [(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)methyl]carbamate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

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

: 1607592-41-5
methyl [(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)methyl]carbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: tetrabutylammonium nitrate / dichloromethane / -5 °C

1.2: -5 - 20 °C

2.1: trichlorophosphate / 1 h / Reflux

3.1: triethylamine / isopropyl alcohol / 2 h / 90 °C

4.1: hydrogen; palladium 10% on activated carbon / methanol / 2 h / 20 °C

5.1: triethyloxonium fluoroborate / tetrahydrofuran / 20 °C

5.2: 2 h / 85 °C

6.1: dichloromethane / 1 h / 20 °C

7.1: triethylamine / dichloromethane / 1 h / 20 °C

With palladium 10% on activated carbon; hydrogen; triethyloxonium fluoroborate; tetrabutylammonium nitrate; triethylamine; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol;

Reference yield:

: 110651-92-8
7-chloro-6-nitrothieno[3,2-b]pyridine

: 1607592-41-5
methyl [(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)methyl]carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / isopropyl alcohol / 2 h / 90 °C

2.1: hydrogen; palladium 10% on activated carbon / methanol / 2 h / 20 °C

3.1: triethyloxonium fluoroborate / tetrahydrofuran / 20 °C

3.2: 2 h / 85 °C

4.1: dichloromethane / 1 h / 20 °C

5.1: triethylamine / dichloromethane / 1 h / 20 °C

With palladium 10% on activated carbon; hydrogen; triethyloxonium fluoroborate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol;