(R)-tert-butyl(1-(1-allyl-7-cyanoindolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

Base Information

Chemical Name:(R)-tert-butyl(1-(1-allyl-7-cyanoindolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate
CAS No.:1427272-02-3
Molecular Formula:C₃₀H₃₆F₃N₃O₄
Molecular Weight:559.629
Hs Code.:

Synonyms:(R)-tert-butyl(1-(1-allyl-7-cyanoindolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

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Chemical Property of (R)-tert-butyl(1-(1-allyl-7-cyanoindolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

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Technology Process of (R)-tert-butyl(1-(1-allyl-7-cyanoindolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

There total 8 articles about (R)-tert-butyl(1-(1-allyl-7-cyanoindolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)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: 69.0%

: 1427271-99-5
(R)-tert-butyl(1-(7-cyano-1-(3-hydroxypropyl)indolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

: 885340-13-6
1-(3-hydroxypropyl)-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indole-7-carbonitrile

: 1427272-02-3
(R)-tert-butyl(1-(1-allyl-7-cyanoindolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 8h; Inert atmosphere;
DOI:10.1016/j.tet.2013.01.061

Reference yield:

: 1423218-40-9
tert-butyl (2R)-(1-(1-(3-benzyloxypropyl)-7-cyanoindolin-5-yl)propane-2-yl)-N-(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

: 885340-13-6
1-(3-hydroxypropyl)-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indole-7-carbonitrile

: 1427272-02-3
(R)-tert-butyl(1-(1-allyl-7-cyanoindolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 20 °C / Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 8 h / 0 - 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1016/j.tet.2013.01.061

Reference yield:

: 161024-53-9
(R)-(-)-1-acetyl-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)indoline-7-carbonitrile

: 885340-13-6
1-(3-hydroxypropyl)-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indole-7-carbonitrile

: 1427272-02-3
(R)-tert-butyl(1-(1-allyl-7-cyanoindolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / dichloromethane / 16.5 h / 0 - 20 °C / Inert atmosphere

2.1: potassium carbonate; water / ethanol / 6 h / Inert atmosphere; Reflux

3.1: sodium hydride / acetonitrile / 0.5 h / 0 °C / Inert atmosphere

3.2: 16 h / 20 °C / Inert atmosphere

4.1: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 20 °C / Inert atmosphere

5.1: trifluoroacetic acid / dichloromethane / 8 h / 0 - 20 °C / Inert atmosphere

With palladium 10% on activated carbon; water; hydrogen; sodium hydride; potassium carbonate; triethylamine; trifluoroacetic acid; In methanol; ethanol; dichloromethane; acetonitrile;
DOI:10.1016/j.tet.2013.01.061