2-{2-[(tert-butoxycarbonyl)amino]ethyl}-5-{(1S)-1-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-phenylethyl}-1,3-oxazole-4-carboxylic acid

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Chemical Name:2-{2-[(tert-butoxycarbonyl)amino]ethyl}-5-{(1S)-1-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-phenylethyl}-1,3-oxazole-4-carboxylic acid
CAS No.:628314-78-3
Molecular Formula:C₃₄H₃₅N₃O₇
Molecular Weight:597.668
Hs Code.:

Synonyms:2-{2-[(tert-butoxycarbonyl)amino]ethyl}-5-{(1S)-1-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-phenylethyl}-1,3-oxazole-4-carboxylic acid

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Chemical Property of 2-{2-[(tert-butoxycarbonyl)amino]ethyl}-5-{(1S)-1-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-phenylethyl}-1,3-oxazole-4-carboxylic acid

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Technology Process of 2-{2-[(tert-butoxycarbonyl)amino]ethyl}-5-{(1S)-1-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-phenylethyl}-1,3-oxazole-4-carboxylic acid

There total 6 articles about 2-{2-[(tert-butoxycarbonyl)amino]ethyl}-5-{(1S)-1-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-phenylethyl}-1,3-oxazole-4-carboxylic acid 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:

: 628314-76-1
benzyl 2-{2-[(tert-butoxycarbonyl)amino]ethyl}-5-{(1S)-1-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-phenylethyl}-1,3-oxazole-4-carboxylate

: 628314-78-3
2-{2-[(tert-butoxycarbonyl)amino]ethyl}-5-{(1S)-1-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-phenylethyl}-1,3-oxazole-4-carboxylic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 1.5h;
DOI:10.1021/ol035673b

Reference yield:

: 3303-84-2
3-(tert-butyloxycarbonylamino)propionic acid

: 628314-78-3
2-{2-[(tert-butoxycarbonyl)amino]ethyl}-5-{(1S)-1-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-phenylethyl}-1,3-oxazole-4-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: isobutyl chloroformate; N-methylmorpholine / tetrahydrofuran / 0.5 h / -20 °C

1.2: 75 percent / N-methylmorpholine / tetrahydrofuran; dimethylformamide / 20 °C

2.1: 81 percent / PPh₃; I₂; Et₃N / CH₂Cl₂ / 2 h / 20 °C

3.1: H₂ / Pd/C / methanol / 1.5 h

With 4-methyl-morpholine; hydrogen; iodine; triethylamine; triphenylphosphine; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol035673b

Reference yield:

: 103321-57-9
2S-flouren-9-ylmethoxycarbonylamino-3-phenylpropionyl chloride

: 628314-78-3
2-{2-[(tert-butoxycarbonyl)amino]ethyl}-5-{(1S)-1-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-phenylethyl}-1,3-oxazole-4-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: t-BuOK / tetrahydrofuran / 0.5 h / -78 °C

1.2: tetrahydrofuran / 0.5 h / -78 °C

2.1: HCl / H₂O; tetrahydrofuran / 1 h / 20 °C

3.1: isobutyl chloroformate; N-methylmorpholine / tetrahydrofuran / 0.5 h / -20 °C

3.2: 75 percent / N-methylmorpholine / tetrahydrofuran; dimethylformamide / 20 °C

4.1: 81 percent / PPh₃; I₂; Et₃N / CH₂Cl₂ / 2 h / 20 °C

5.1: H₂ / Pd/C / methanol / 1.5 h

With 4-methyl-morpholine; hydrogenchloride; potassium tert-butylate; hydrogen; iodine; triethylamine; triphenylphosphine; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/ol035673b