ethyl (Z)-2-[1-(((benzyloxy)carbonyl)amino)-4-methoxy-4-oxobut-1-en-1-yl]oxazole-4-carboxylate

Base Information

Chemical Name:ethyl (Z)-2-[1-(((benzyloxy)carbonyl)amino)-4-methoxy-4-oxobut-1-en-1-yl]oxazole-4-carboxylate
CAS No.:1373888-78-8
Molecular Formula:C₁₉H₂₀N₂O₇
Molecular Weight:388.377
Hs Code.:

Synonyms:ethyl (Z)-2-[1-(((benzyloxy)carbonyl)amino)-4-methoxy-4-oxobut-1-en-1-yl]oxazole-4-carboxylate

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Chemical Property of ethyl (Z)-2-[1-(((benzyloxy)carbonyl)amino)-4-methoxy-4-oxobut-1-en-1-yl]oxazole-4-carboxylate

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Technology Process of ethyl (Z)-2-[1-(((benzyloxy)carbonyl)amino)-4-methoxy-4-oxobut-1-en-1-yl]oxazole-4-carboxylate

There total 2 articles about ethyl (Z)-2-[1-(((benzyloxy)carbonyl)amino)-4-methoxy-4-oxobut-1-en-1-yl]oxazole-4-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: 69.0%

: 70-23-5
ethyl Bromopyruvate

: 1373888-85-7
methyl (Z)-5-amino-4-[((benzyloxy)carbonyl)amino]-5-oxo-3-pentenoate

: 1373888-78-8
ethyl (Z)-2-[1-(((benzyloxy)carbonyl)amino)-4-methoxy-4-oxobut-1-en-1-yl]oxazole-4-carboxylate

Guidance literature:: ethyl Bromopyruvate; methyl (Z)-5-amino-4-[((benzyloxy)carbonyl)amino]-5-oxo-3-pentenoate; With sodium hydrogencarbonate; In tetrahydrofuran; at 0 ℃; for 9h; Reflux;

With pyridine; trifluoroacetic anhydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

With ammonium hydroxide; In water; ethyl acetate; at 0 ℃; for 0.25h;
DOI:10.3987/COM-11-12372

Reference yield:

: 96658-32-1,125705-41-1
Cbz-ΔGlu(OMe)-OH

: 1373888-78-8
ethyl (Z)-2-[1-(((benzyloxy)carbonyl)amino)-4-methoxy-4-oxobut-1-en-1-yl]oxazole-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dicyclohexyl-carbodiimide / tetrahydrofuran / 0.5 h / 0 °C

1.2: 0.08 h / 20 °C

1.3: 0.5 h / 20 °C

2.1: sodium hydrogencarbonate / tetrahydrofuran / 9 h / 0 °C / Reflux

2.2: 0.5 h / 0 °C

2.3: 0.25 h / 0 °C

With sodium hydrogencarbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; 2.1: Hantzsch type reaction;
DOI:10.3987/COM-11-12372