((S)-4-(2-Benzyloxycarbonylamino-acetyl)-2-oxo-3-{[4-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-ylmethyl)-benzoylamino]-methyl}-piperazin-1-yl)-acetic acid

Base Information

Chemical Name:((S)-4-(2-Benzyloxycarbonylamino-acetyl)-2-oxo-3-{[4-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-ylmethyl)-benzoylamino]-methyl}-piperazin-1-yl)-acetic acid
CAS No.:1026575-13-2
Molecular Formula:C₂₇H₂₈N₆O₉
Molecular Weight:580.554
Hs Code.:

Synonyms:((S)-4-(2-Benzyloxycarbonylamino-acetyl)-2-oxo-3-{[4-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-ylmethyl)-benzoylamino]-methyl}-piperazin-1-yl)-acetic acid

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Chemical Property of ((S)-4-(2-Benzyloxycarbonylamino-acetyl)-2-oxo-3-{[4-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-ylmethyl)-benzoylamino]-methyl}-piperazin-1-yl)-acetic acid

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Technology Process of ((S)-4-(2-Benzyloxycarbonylamino-acetyl)-2-oxo-3-{[4-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-ylmethyl)-benzoylamino]-methyl}-piperazin-1-yl)-acetic acid

There total 8 articles about ((S)-4-(2-Benzyloxycarbonylamino-acetyl)-2-oxo-3-{[4-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-ylmethyl)-benzoylamino]-methyl}-piperazin-1-yl)-acetic 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:

: 356535-16-5
benzyl (2S)-2-[[(tert-butoxycarbonyl)amino]methyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxo-3,4-dihydro-1(2H)-pyrazinecarboxylate

: 1026575-13-2
((S)-4-(2-Benzyloxycarbonylamino-acetyl)-2-oxo-3-{[4-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-ylmethyl)-benzoylamino]-methyl}-piperazin-1-yl)-acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / 10percent Pd/C / ethyl acetate / 2 h

2: EDC / CH₂Cl₂ / 1 h / 20 °C

3: TFA / toluene / 1 h / 20 °C

4: Et₃N / dimethylformamide; H₂O / 3 h / 20 °C

With hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; 10percent Pd/C; In dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm0004345

Reference yield:

: 4-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-ylmethyl)-benzoic acid 3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl ester

: [(S)-3-Aminomethyl-4-(2-benzyloxycarbonylamino-acetyl)-2-oxo-piperazin-1-yl]-acetic acid

: 1026575-13-2
((S)-4-(2-Benzyloxycarbonylamino-acetyl)-2-oxo-3-{[4-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-ylmethyl)-benzoylamino]-methyl}-piperazin-1-yl)-acetic acid

Guidance literature:: With triethylamine; In water; N,N-dimethyl-formamide; at 20 ℃; for 3h;
DOI:10.1021/jm0004345

Reference yield:

: 34040-64-7
p-methyloxycarbonylbenzyl chloride

: 1026575-13-2
((S)-4-(2-Benzyloxycarbonylamino-acetyl)-2-oxo-3-{[4-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-ylmethyl)-benzoylamino]-methyl}-piperazin-1-yl)-acetic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 79 percent / dimethylsulfoxide / 3 h / 20 °C

2: 70 percent / NH₂OH*HCl; NaHCO₃ / methanol / 4 h / Heating

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / dioxane / 0.5 h / 105 °C

4: aq. NaOH / methanol / 2 h / Heating

5: 1,3-dicyclohexylcarbodiimide / dimethylformamide / 1 h / 20 °C

6: Et₃N / dimethylformamide; H₂O / 3 h / 20 °C

With sodium hydroxide; hydroxylamine hydrochloride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; methanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm0004345