(R)-quinuclidin-3-yl (3-(9-((R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethylamino)nonyloxy)phenyl)-(phenyl)methylcarbamate

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Chemical Name:(R)-quinuclidin-3-yl (3-(9-((R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethylamino)nonyloxy)phenyl)-(phenyl)methylcarbamate
CAS No.:1416065-91-2
Molecular Formula:C₄₁H₅₂N₄O₆
Molecular Weight:696.887
Hs Code.:

Synonyms:(R)-quinuclidin-3-yl (3-(9-((R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethylamino)nonyloxy)phenyl)-(phenyl)methylcarbamate

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Chemical Property of (R)-quinuclidin-3-yl (3-(9-((R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethylamino)nonyloxy)phenyl)-(phenyl)methylcarbamate

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Technology Process of (R)-quinuclidin-3-yl (3-(9-((R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethylamino)nonyloxy)phenyl)-(phenyl)methylcarbamate

There total 16 articles about (R)-quinuclidin-3-yl (3-(9-((R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethylamino)nonyloxy)phenyl)-(phenyl)methylcarbamate 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: 9.0%

: 1415971-12-8
(R)-5-(2-amino-1-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one hydrochloride

: 1416069-23-2
(R)-quinuclidin-3-yl (3-(9-oxononyloxy)phenyl)(phenyl)-methylcarbamate

: 1416065-91-2
(R)-quinuclidin-3-yl (3-(9-((R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethylamino)nonyloxy)phenyl)-(phenyl)methylcarbamate

Guidance literature:: (R)-5-(2-amino-1-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one hydrochloride; With triethylamine; In methanol; at 20 ℃; for 0.166667h;

(R)-quinuclidin-3-yl (3-(9-oxononyloxy)phenyl)(phenyl)-methylcarbamate; In methanol; at 20 ℃; for 1h;

With sodium tris(acetoxy)borohydride; acetic acid; at 20 ℃; for 16h;
DOI:10.1016/j.bmcl.2021.127975

Reference yield:

: 55362-80-6
9-bromononan-1-ol

: 1416065-91-2
(R)-quinuclidin-3-yl (3-(9-((R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethylamino)nonyloxy)phenyl)-(phenyl)methylcarbamate

Guidance literature:: Multi-step reaction with 9 steps

1.1: triethylamine; oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.58 h / -78 - 20 °C

2.1: toluene-4-sulfonic acid / toluene / 20 h / Reflux

3.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 80 °C

4.1: tetrahydrofuran / -78 - 20 °C

5.1: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 19 h / 20 - 45 °C / Inert atmosphere

6.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / -78 - 0 °C / Inert atmosphere

7.1: pyridine / 17 h / 0 - 20 °C

8.1: hydrogenchloride / water; tetrahydrofuran / 3 h / 20 °C

9.1: triethylamine / methanol / 1 h / 20 °C

9.2: 16 h / 20 °C

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; oxalyl dichloride; diphenyl phosphoryl azide; potassium carbonate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: 124388-97-2
9-bromononanal

: 1416065-91-2
(R)-quinuclidin-3-yl (3-(9-((R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethylamino)nonyloxy)phenyl)-(phenyl)methylcarbamate

Guidance literature:: Multi-step reaction with 8 steps

1.1: toluene-4-sulfonic acid / toluene / 20 h / Reflux

2.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 80 °C

3.1: tetrahydrofuran / -78 - 20 °C

4.1: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 19 h / 20 - 45 °C / Inert atmosphere

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / -78 - 0 °C / Inert atmosphere

6.1: pyridine / 17 h / 0 - 20 °C

7.1: hydrogenchloride / water; tetrahydrofuran / 3 h / 20 °C

8.1: triethylamine / methanol / 1 h / 20 °C

8.2: 16 h / 20 °C

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; diphenyl phosphoryl azide; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; toluene;