(S)-N-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-yl}-propionamide

Base Information

Chemical Name:(S)-N-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-yl}-propionamide
CAS No.:919361-20-9
Molecular Formula:C₃₀H₃₃N₃O₅
Molecular Weight:515.609
Hs Code.:

Synonyms:(S)-N-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-yl}-propionamide

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Chemical Property of (S)-N-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-yl}-propionamide

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Technology Process of (S)-N-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-yl}-propionamide

There total 9 articles about (S)-N-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-yl}-propionamide 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: 44.0%

: 784148-47-6
2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]pyridin-3-yl}propanoic acid

: 56613-80-0
D-2-phenylglycinol

: (R)-N-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-yl}-propionamide

: 919361-20-9
(S)-N-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-yl}-propionamide

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1016/j.tetlet.2009.01.113

Reference yield:

: 157169-61-4
5-formyl-2-[2-(5-methyl-2-phenyl-4-oxazolyl)-ethoxy]pyridine

: 919361-20-9
(S)-N-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-yl}-propionamide

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / NaBH₄ / methanol / 1 h / 20 °C

2: 100 percent / (COCl)2 / dimethylformamide; CH₂Cl₂ / 3 h / 20 °C

3: 75 percent / NaI / acetone / 4 h / 20 °C

4: NaHMDS / tetrahydrofuran / 3 h / -50 °C

5: LiOH / tetrahydrofuran; methanol; H₂O / 16 h / 20 °C

With lithium hydroxide; sodium tetrahydroborate; oxalyl dichloride; sodium hexamethyldisilazane; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; 3: Finkelstein reaction;
DOI:10.1016/j.bmcl.2006.08.110

Reference yield:

: 784149-29-7
5-bromo-2-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]pyridine

: 919361-20-9
(S)-N-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-yl}-propionamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: nBuLi / diethyl ether; tetrahydrofuran / -78 °C

1.2: 72 percent / diethyl ether; tetrahydrofuran / 1 h / 0 °C

2.1: 100 percent / NaBH₄ / methanol / 1 h / 20 °C

3.1: 100 percent / (COCl)2 / dimethylformamide; CH₂Cl₂ / 3 h / 20 °C

4.1: 75 percent / NaI / acetone / 4 h / 20 °C

5.1: NaHMDS / tetrahydrofuran / 3 h / -50 °C

6.1: LiOH / tetrahydrofuran; methanol; H₂O / 16 h / 20 °C

With lithium hydroxide; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; sodium hexamethyldisilazane; sodium iodide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; 4.1: Finkelstein reaction;
DOI:10.1016/j.bmcl.2006.08.110