tert-butyl (2R)-(1-(1-(3-benzyloxypropyl)-7-carbamoylindolin-5-yl)propan-2-yl)-N-(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

Base Information

Chemical Name:tert-butyl (2R)-(1-(1-(3-benzyloxypropyl)-7-carbamoylindolin-5-yl)propan-2-yl)-N-(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate
CAS No.:175870-34-5
Molecular Formula:C₃₇H₄₆F₃N₃O₆
Molecular Weight:685.784
Hs Code.:

Synonyms:tert-butyl (2R)-(1-(1-(3-benzyloxypropyl)-7-carbamoylindolin-5-yl)propan-2-yl)-N-(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

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Chemical Property of tert-butyl (2R)-(1-(1-(3-benzyloxypropyl)-7-carbamoylindolin-5-yl)propan-2-yl)-N-(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

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Technology Process of tert-butyl (2R)-(1-(1-(3-benzyloxypropyl)-7-carbamoylindolin-5-yl)propan-2-yl)-N-(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

There total 26 articles about tert-butyl (2R)-(1-(1-(3-benzyloxypropyl)-7-carbamoylindolin-5-yl)propan-2-yl)-N-(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: 83.0%

: 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

: 175870-34-5
tert-butyl (2R)-(1-(1-(3-benzyloxypropyl)-7-carbamoylindolin-5-yl)propan-2-yl)-N-(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

Guidance literature:: With dihydrogen peroxide; sodium hydroxide; In dimethyl sulfoxide; at 20 - 25 ℃; for 12h;
DOI:10.1016/j.tetlet.2013.01.003

Reference yield:

: 496-15-1
1-indoline

: 175870-34-5
tert-butyl (2R)-(1-(1-(3-benzyloxypropyl)-7-carbamoylindolin-5-yl)propan-2-yl)-N-(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

Guidance literature:: Multi-step reaction with 13 steps

1: N-ethyl-N,N-diisopropylamine; sodium iodide / N,N-dimethyl-formamide / 3.5 h / 100 °C

2: trichlorophosphate / 4 h / 25 - 35 °C

3: bromine / dichloromethane / 2.5 h / 0 °C

4: dichloromethane; toluene / 16 h / Reflux

5: sodium hydroxide / methanol; water / 3 h / 40 °C

6: triethylamine; hydrogen / methanol / 2 h / 70 °C / 6080.41 - 7600.51 Torr / Autoclave; Inert atmosphere

7: N-ethyl-N,N-diisopropylamine; diphenyl phosphoryl azide / toluene / 1 h / 70 °C

8: 10 h / 95 °C

9: N,N-dimethyl-formamide / 20 h / 120 °C / Inert atmosphere

10: hydrogen; palladium on activated charcoal / methanol / 3 h / 20 °C / 11251.1 Torr

11: toluene / 18 h / Reflux

12: sodium hydrogencarbonate / 1,4-dioxane / 2 h / 20 °C

13: sodium hydroxide; dihydrogen peroxide / dimethyl sulfoxide / 12 h / 20 - 25 °C

With diphenyl phosphoryl azide; palladium on activated charcoal; hydrogen; dihydrogen peroxide; bromine; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; sodium hydroxide; trichlorophosphate; In 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 2: |Vilsmeier-Haack Formylation / 4: |Wittig Olefination;
DOI:10.1016/j.tetlet.2013.01.003

Reference yield:

: 1-benzoyl-5-(2R-(1R-phenylethyl)(amino)propyl) indoline 7-carbonitrile hydrochloride

: 175870-34-5
tert-butyl (2R)-(1-(1-(3-benzyloxypropyl)-7-carbamoylindolin-5-yl)propan-2-yl)-N-(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: ammonium formate; palladium on carbon / methanol / 20 h / Reflux

2.1: potassium carbonate; potassium iodide / acetonitrile / 14 h / Reflux

3.1: triethylamine / dichloromethane

4.1: sodium methylate / methanol / 6 h / 20 °C

4.2: 3 h / 40 °C

5.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C

5.2: 3 h / 0 - 20 °C

6.1: sodium hydroxide; dihydrogen peroxide / dimethyl sulfoxide; water / 20 °C

With palladium on carbon; dihydrogen peroxide; ammonium formate; sodium methylate; sodium hydride; potassium carbonate; triethylamine; potassium iodide; sodium hydroxide; In methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/ejoc.201500753