Ethyl 5-<(S)-1-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>-1,2,4-oxadiazole-3-carboxylate

Base Information

• Chemical Name: Ethyl 5-<(S)-1-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>-1,2,4-oxadiazole-3-carboxylate
• CAS No.: 164029-33-8
• Molecular Formula: C₁₈H₂₃N₃O₅
• Molecular Weight: 361.398
• Mol file: 164029-33-8.mol

Synonyms:Ethyl 5-<(S)-1-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>-1,2,4-oxadiazole-3-carboxylate

Chemical Property of Ethyl 5-<(S)-1-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>-1,2,4-oxadiazole-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of Ethyl 5-<(S)-1-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>-1,2,4-oxadiazole-3-carboxylate

There total 1 articles about Ethyl 5-<(S)-1-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>-1,2,4-oxadiazole-3-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:

ethyl 2-oximinooxamate (1217428-98-2) + N-t-butoxycarbonyl-L-phenylalanine anhydride (33294-54-1) → Ethyl 5-<(R)-1-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>-1,2,4-oxadiazole-3-carboxylate + Ethyl 5-<(S)-1-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>-1,2,4-oxadiazole-3-carboxylate (164029-33-8)

Guidance literature:

In pyridine; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Heating;

DOI:10.1021/jo00115a029

Reference yield:

Ethyl 5-<(S)-1-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>-1,2,4-oxadiazole-3-carboxylate (164029-33-8) → 5-(1-tert-butoxycarbonylamino-2-phenyl-ethyl)-[1,2,4]oxadiazole-3-carboxylic acid (251455-90-0)

Guidance literature:

With potassium hydroxide; In ethanol; at 20 ℃; for 0.333333h;

DOI:10.1021/jm990197+

Reference yield:

Ethyl 5-<(S)-1-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>-1,2,4-oxadiazole-3-carboxylate (164029-33-8) → H-Tyr-D-Ala-{5-[(S)-1-amino-2-phenylethyl]-1,2,4-oxadiazol-3-ylcarbonyl}-Tyr-Pro-Ser-NH2

Guidance literature:

Multi-step reaction with 2 steps

1: aq. 1 M KOH / ethanol / 0.33 h / 20 °C

With potassium hydroxide; In ethanol; 1: Hydrolysis;

DOI:10.1021/jm990197+

upstream raw materials:

ethyl 2-oximinooxamate

N-t-butoxycarbonyl-L-phenylalanine anhydride

Downstream raw materials:

5-(1-tert-butoxycarbonylamino-2-phenyl-ethyl)-[1,2,4]oxadiazole-3-carboxylic acid