2-decanoylamino-5-[4-(2,5-diphenyl-oxazole-4-carbonyl)-piperazin-1-yl]-5-oxo-pentanoic acid benzyl ester

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Chemical Name:2-decanoylamino-5-[4-(2,5-diphenyl-oxazole-4-carbonyl)-piperazin-1-yl]-5-oxo-pentanoic acid benzyl ester
CAS No.:289906-15-6
Molecular Formula:C₄₂H₅₀N₄O₆
Molecular Weight:706.882
Hs Code.:

Synonyms:2-decanoylamino-5-[4-(2,5-diphenyl-oxazole-4-carbonyl)-piperazin-1-yl]-5-oxo-pentanoic acid benzyl ester

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Chemical Property of 2-decanoylamino-5-[4-(2,5-diphenyl-oxazole-4-carbonyl)-piperazin-1-yl]-5-oxo-pentanoic acid benzyl ester

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Technology Process of 2-decanoylamino-5-[4-(2,5-diphenyl-oxazole-4-carbonyl)-piperazin-1-yl]-5-oxo-pentanoic acid benzyl ester

There total 9 articles about 2-decanoylamino-5-[4-(2,5-diphenyl-oxazole-4-carbonyl)-piperazin-1-yl]-5-oxo-pentanoic acid benzyl ester 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: 68.0%

: 18735-78-9
2,5-diphenyloxazole-4-carboxylic acid

: 289906-14-5
4-(4-benzyloxycarbonyl-4-decanoylamino-butyryl)-piperazine-1-carboxylic acid tert-butyl ester

: 289906-15-6
2-decanoylamino-5-[4-(2,5-diphenyl-oxazole-4-carbonyl)-piperazin-1-yl]-5-oxo-pentanoic acid benzyl ester

Guidance literature:: 4-(4-benzyloxycarbonyl-4-decanoylamino-butyryl)-piperazine-1-carboxylic acid tert-butyl ester; With hydrogenchloride; In 1,4-dioxane; at 22 ℃; for 4h;

2,5-diphenyloxazole-4-carboxylic acid; With triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In tetrahydrofuran; at 0 - 22 ℃;
DOI:10.1016/S0968-0896(00)00069-9

Reference yield:

: 617-65-2,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6
Glutamic acid

: 289906-15-6
2-decanoylamino-5-[4-(2,5-diphenyl-oxazole-4-carbonyl)-piperazin-1-yl]-5-oxo-pentanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: chlorotrimethylsilane / 22 h / 22 °C

2.1: aq. Na₂CO₃ / dioxane / 0.08 h / 0 °C

2.2: 8.76 g / dioxane / 17 h / 22 °C

3.1: 5.70 g / KHCO₃ / dimethylformamide / 14 h / 22 °C

4.1: 2.68 g / Zn; AcOH / tetrahydrofuran / 1 h / 22 °C

5.1: 3.69 g / Et₃N / CH₂Cl₂ / 12 h / 22 °C

6.1: 557.2 mg / morpholine; Pd(PPh₃)4 / tetrahydrofuran / 0.5 h / 22 °C

7.1: 366 mg / Et₃N; diethylphosphoryl cyanide / tetrahydrofuran / 0 - 22 °C

8.1: HCl / dioxane / 4 h / 22 °C

8.2: 68 percent / Et₃N; PyBroP / tetrahydrofuran / 0 - 22 °C

With morpholine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; chloro-trimethyl-silane; diethylphosphoryl cyanide; sodium carbonate; potassium hydrogencarbonate; acetic acid; triethylamine; zinc; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 1.1: Esterification / 2.1: deprotonation / 2.2: Acylation / 3.1: Esterification / 4.1: deprotection / 5.1: Acylation / 6.1: deallylation / 7.1: Acylation / 8.1: deprotection / 8.2: Acylation;
DOI:10.1016/S0968-0896(00)00069-9

Reference yield:

: 100-39-0
benzyl bromide

: 289906-15-6
2-decanoylamino-5-[4-(2,5-diphenyl-oxazole-4-carbonyl)-piperazin-1-yl]-5-oxo-pentanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 5.70 g / KHCO₃ / dimethylformamide / 14 h / 22 °C

2.1: 2.68 g / Zn; AcOH / tetrahydrofuran / 1 h / 22 °C

3.1: 3.69 g / Et₃N / CH₂Cl₂ / 12 h / 22 °C

4.1: 557.2 mg / morpholine; Pd(PPh₃)4 / tetrahydrofuran / 0.5 h / 22 °C

5.1: 366 mg / Et₃N; diethylphosphoryl cyanide / tetrahydrofuran / 0 - 22 °C

6.1: HCl / dioxane / 4 h / 22 °C

6.2: 68 percent / Et₃N; PyBroP / tetrahydrofuran / 0 - 22 °C

With morpholine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diethylphosphoryl cyanide; potassium hydrogencarbonate; acetic acid; triethylamine; zinc; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 1.1: Esterification / 2.1: deprotection / 3.1: Acylation / 4.1: deallylation / 5.1: Acylation / 6.1: deprotection / 6.2: Acylation;
DOI:10.1016/S0968-0896(00)00069-9