(2S)-1-{[1-(triphenylmethyl)imidazol-4-yl]carbonyl}-3-(1,2,3,4-tetrahydroisoquinolyl)-N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-1-(methylethyl)-2-oxoethyl]carboxamide

Base Information

Chemical Name:(2S)-1-{[1-(triphenylmethyl)imidazol-4-yl]carbonyl}-3-(1,2,3,4-tetrahydroisoquinolyl)-N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-1-(methylethyl)-2-oxoethyl]carboxamide
CAS No.:337969-56-9
Molecular Formula:C₄₄H₄₄N₆O₄
Molecular Weight:720.871
Hs Code.:

(2S)-1-{[1-(triphenylmethyl)imidazol-4-yl]carbonyl}-3-(1,2,3,4-tetrahydroisoquinolyl)-N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-1-(methylethyl)-2-oxoethyl]carboxamide

Synonyms:(2S)-1-{[1-(triphenylmethyl)imidazol-4-yl]carbonyl}-3-(1,2,3,4-tetrahydroisoquinolyl)-N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-1-(methylethyl)-2-oxoethyl]carboxamide

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Chemical Property of (2S)-1-{[1-(triphenylmethyl)imidazol-4-yl]carbonyl}-3-(1,2,3,4-tetrahydroisoquinolyl)-N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-1-(methylethyl)-2-oxoethyl]carboxamide

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Technology Process of (2S)-1-{[1-(triphenylmethyl)imidazol-4-yl]carbonyl}-3-(1,2,3,4-tetrahydroisoquinolyl)-N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-1-(methylethyl)-2-oxoethyl]carboxamide

There total 10 articles about (2S)-1-{[1-(triphenylmethyl)imidazol-4-yl]carbonyl}-3-(1,2,3,4-tetrahydroisoquinolyl)-N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-1-(methylethyl)-2-oxoethyl]carboxamide 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: 50.0%

: 337969-54-7
(2S)-1-[1-(triphenylmethyl)imidazol-4-yl]carbonyl-3-(1,2,3,4-tetrahydroisoquinolyl)-N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-2-hydroxy-1-(methylethyl)ethyl]carboxamide

: 337969-56-9
(2S)-1-{[1-(triphenylmethyl)imidazol-4-yl]carbonyl}-3-(1,2,3,4-tetrahydroisoquinolyl)-N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-1-(methylethyl)-2-oxoethyl]carboxamide

Guidance literature:: With Dess-Martin periodane; In dichloromethane; for 2h;
DOI:10.1021/jm000410y

Reference yield:

: 598-98-1
Methyl pivalate

: 337969-56-9
(2S)-1-{[1-(triphenylmethyl)imidazol-4-yl]carbonyl}-3-(1,2,3,4-tetrahydroisoquinolyl)-N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-1-(methylethyl)-2-oxoethyl]carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: 60 percent / hydrazine hydrate / 28 h / Heating

2.1: 69 percent / p-toluenesulfonic acid monohydrate / 80 - 120 °C

3.1: n-BuLi; MgBr₂*OEt₂ / hexane / 1.5 h / -70 - -45 °C

3.2: 53 percent / hexane; tetrahydrofuran / -45 - -20 °C

4.1: 100 percent / HCl / dioxane / 2 h / 20 °C

5.1: 92 percent / HOBt*H₂O; EDC*HCl; N-methylmorpholine / dimethylformamide / 18 h / 20 °C

6.1: 100 percent / HCl / dioxane / 1 h / 20 °C

7.1: 61 percent / EDC*HCl; N-methylmorpholine; HOBt*H₂O / dimethylformamide / 24 h / 20 °C

8.1: 50 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h

With 4-methyl-morpholine; hydrogenchloride; n-butyllithium; benzotriazol-1-ol; Dess-Martin periodane; toluene-4-sulfonic acid; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; magnesium bromide; In 1,4-dioxane; hexane; dichloromethane; N,N-dimethyl-formamide; 8.1: Dess-Martin reaction;
DOI:10.1021/jm000410y

Reference yield:

: 42826-42-6
pivalohydrazide

: 337969-56-9
(2S)-1-{[1-(triphenylmethyl)imidazol-4-yl]carbonyl}-3-(1,2,3,4-tetrahydroisoquinolyl)-N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-1-(methylethyl)-2-oxoethyl]carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: 69 percent / p-toluenesulfonic acid monohydrate / 80 - 120 °C

2.1: n-BuLi; MgBr₂*OEt₂ / hexane / 1.5 h / -70 - -45 °C

2.2: 53 percent / hexane; tetrahydrofuran / -45 - -20 °C

3.1: 100 percent / HCl / dioxane / 2 h / 20 °C

4.1: 92 percent / HOBt*H₂O; EDC*HCl; N-methylmorpholine / dimethylformamide / 18 h / 20 °C

5.1: 100 percent / HCl / dioxane / 1 h / 20 °C

6.1: 61 percent / EDC*HCl; N-methylmorpholine; HOBt*H₂O / dimethylformamide / 24 h / 20 °C

7.1: 50 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h

With 4-methyl-morpholine; hydrogenchloride; n-butyllithium; benzotriazol-1-ol; Dess-Martin periodane; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; magnesium bromide; In 1,4-dioxane; hexane; dichloromethane; N,N-dimethyl-formamide; 7.1: Dess-Martin reaction;
DOI:10.1021/jm000410y