4-((S)-3-{4-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenoxy}-pyrrolidin-1-yl)-benzoic acid tert-butyl ester

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Chemical Name:4-((S)-3-{4-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenoxy}-pyrrolidin-1-yl)-benzoic acid tert-butyl ester
CAS No.:1229419-53-7
Molecular Formula:C₃₂H₃₀F₃N₃O₅
Molecular Weight:593.603
Hs Code.:

Synonyms:4-((S)-3-{4-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenoxy}-pyrrolidin-1-yl)-benzoic acid tert-butyl ester

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Chemical Property of 4-((S)-3-{4-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenoxy}-pyrrolidin-1-yl)-benzoic acid tert-butyl ester

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Technology Process of 4-((S)-3-{4-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenoxy}-pyrrolidin-1-yl)-benzoic acid tert-butyl ester

There total 5 articles about 4-((S)-3-{4-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenoxy}-pyrrolidin-1-yl)-benzoic acid tert-butyl ester 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%

: 59247-47-1
tert-butyl-4-bromobenzoate

: 1229419-42-4
2-phenyl-5-trifluoromethyl-oxazole-4-carboxylic acid [4-((S)-pyrrolidin-3-yloxy)-phenyl]-amide hydrochloride

: 1229419-53-7
4-((S)-3-{4-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenoxy}-pyrrolidin-1-yl)-benzoic acid tert-butyl ester

Guidance literature:: With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; at 105 ℃; for 2h; Inert atmosphere;

Reference yield:

: 1233860-29-1,218944-23-1
(S)-tert-butyl 3-(4-nitrophenoxy)pyrrolidine-1-carboxylate

: 1229419-53-7
4-((S)-3-{4-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenoxy}-pyrrolidin-1-yl)-benzoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 1.5 h / 2585.81 Torr

2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h

2.2: 2.5 h / Cooling with ice

3.1: hydrogenchloride / diethyl ether; dichloromethane / 20 °C

4.1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / 2 h / 105 °C / Inert atmosphere

With hydrogenchloride; oxalyl dichloride; hydrogen; N,N-dimethyl-formamide; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; XPhos; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

Reference yield:

: 179756-43-5,1036488-30-8
(S)-tert-butyl 3-(4-aminophenoxy)pyrrolidine-1-carboxylate

: 1229419-53-7
4-((S)-3-{4-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenoxy}-pyrrolidin-1-yl)-benzoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h

1.2: 2.5 h / Cooling with ice

2.1: hydrogenchloride / diethyl ether; dichloromethane / 20 °C

3.1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / 2 h / 105 °C / Inert atmosphere

With hydrogenchloride; oxalyl dichloride; N,N-dimethyl-formamide; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; In diethyl ether; dichloromethane;