tert-butyl(2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl-5-(4-{[(4-{4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}phenyl)sulfonyl]amino}benzyl)pyrrolidine]-1-carboxylate

Base Information

Chemical Name:tert-butyl(2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl-5-(4-{[(4-{4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}phenyl)sulfonyl]amino}benzyl)pyrrolidine]-1-carboxylate
CAS No.:1190393-26-0
Molecular Formula:C₄₅H₅₂F₃N₃O₅S₂Si
Molecular Weight:864.138
Hs Code.:

tert-butyl(2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl-5-(4-{[(4-{4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}phenyl)sulfonyl]amino}benzyl)pyrrolidine]-1-carboxylate

Synonyms:tert-butyl(2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl-5-(4-{[(4-{4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}phenyl)sulfonyl]amino}benzyl)pyrrolidine]-1-carboxylate

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Chemical Property of tert-butyl(2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl-5-(4-{[(4-{4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}phenyl)sulfonyl]amino}benzyl)pyrrolidine]-1-carboxylate

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Technology Process of tert-butyl(2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl-5-(4-{[(4-{4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}phenyl)sulfonyl]amino}benzyl)pyrrolidine]-1-carboxylate

There total 14 articles about tert-butyl(2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl-5-(4-{[(4-{4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}phenyl)sulfonyl]amino}benzyl)pyrrolidine]-1-carboxylate 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: 93.0%

: 1190391-57-1
tert-butyl (2S,5R)-2-(4-aminobenzyl)-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidine-1-carboxylate

: 446883-84-7
4-[4-(4-trifluoromethyl-phenyl)-thiazol-2-yl]-bezenesulfonyl chloride

: 1190393-26-0
tert-butyl(2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl-5-(4-{[(4-{4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}phenyl)sulfonyl]amino}benzyl)pyrrolidine]-1-carboxylate

Guidance literature:: With pyridine; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere;

Reference yield:

: 1190391-54-8
tert-butyl (5R)-2-(4-aminobenzyl)-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidine-1-carboxylate

: 4-{2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-4-yl}benzenesulfonyl chloride

: 1190393-26-0
tert-butyl(2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl-5-(4-{[(4-{4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}phenyl)sulfonyl]amino}benzyl)pyrrolidine]-1-carboxylate

: 1190393-27-1
tert-butyl(2R,5R)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl-5-(4-{[(4-{4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}phenyl)sulfonyl]amino}benzyl)pyrrolidine]-1-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;
DOI:10.1016/j.bmcl.2010.12.087

Reference yield:

: 1190391-62-8
(2R)-2-[(S)-hydroxy(phenyl)methyl]hex-5-ynoic acid

: 1190393-26-0
tert-butyl(2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl-5-(4-{[(4-{4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}phenyl)sulfonyl]amino}benzyl)pyrrolidine]-1-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 4.17 h / 20 °C / Inert atmosphere

2.1: diphenyl phosphoryl azide; triethylamine / toluene / 5 h / 20 °C / Inert atmosphere

2.2: 16 h / 105 °C

3.1: triethylamine / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide / N,N-dimethyl-formamide / 5.25 h / 20 °C / Inert atmosphere

4.1: pyrrolidine / N,N-dimethyl-formamide / 3 h / 80 °C

4.2: 3 h / 20 °C

5.1: triethylamine / dichloromethane / 1.5 h / 20 °C

5.2: 0 - 20 °C

6.1: triethylamine / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

7.1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / methanol / 2585.81 Torr

8.1: pyridine / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

With pyrrolidine; pyridine; hydrogenchloride; diphenyl phosphoryl azide; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;