N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-2-hydroxy-1-(methylethyl)ethyl]-2-(6-phenyl-2-pyridyloxy)acetamide

Base Information

Chemical Name:N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-2-hydroxy-1-(methylethyl)ethyl]-2-(6-phenyl-2-pyridyloxy)acetamide
CAS No.:337969-42-3
Molecular Formula:C₂₄H₃₀N₄O₄
Molecular Weight:438.527
Hs Code.:

Synonyms:N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-2-hydroxy-1-(methylethyl)ethyl]-2-(6-phenyl-2-pyridyloxy)acetamide

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Chemical Property of N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-2-hydroxy-1-(methylethyl)ethyl]-2-(6-phenyl-2-pyridyloxy)acetamide

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Technology Process of N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-2-hydroxy-1-(methylethyl)ethyl]-2-(6-phenyl-2-pyridyloxy)acetamide

There total 7 articles about N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-2-hydroxy-1-(methylethyl)ethyl]-2-(6-phenyl-2-pyridyloxy)acetamide 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:

: 88347-44-8
2-(6-phenyl-2-pyridyloxy)acetic acid

: (2S)-2-amino-1-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-3-methylbutan-1-ol hydrochloride

: 337969-42-3
N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-2-hydroxy-1-(methylethyl)ethyl]-2-(6-phenyl-2-pyridyloxy)acetamide

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 14h;
DOI:10.1021/jm000410y

Reference yield:

: 19006-82-7
6-phenyl-2-pyridone

: 337969-42-3
N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-2-hydroxy-1-(methylethyl)ethyl]-2-(6-phenyl-2-pyridyloxy)acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / K₂CO₃ / dimethylformamide / 16 h / 20 °C

2: 99 percent / 1N aq. LiOH / 1,2-dimethoxy-ethane / 1.5 h / 0 °C

3: HOBt*H₂O; EDC*HCl; N-methylmorpholine / dimethylformamide / 14 h / 20 °C

With 4-methyl-morpholine; lithium hydroxide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,2-dimethoxyethane; N,N-dimethyl-formamide;
DOI:10.1021/jm000410y

Reference yield:

: 598-98-1
Methyl pivalate

: 337969-42-3
N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-2-hydroxy-1-(methylethyl)ethyl]-2-(6-phenyl-2-pyridyloxy)acetamide

Guidance literature:: Multi-step reaction with 5 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: HOBt*H₂O; EDC*HCl; N-methylmorpholine / dimethylformamide / 14 h / 20 °C

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