4-(Benzyl-{2-[(2,5-diphenyl-oxazole-4-carbonyl)-amino]-ethyl}-carbamoyl)-2-((Z)-octadec-9-enoylamino)-butyric acid methyl ester

Base Information

Chemical Name:4-(Benzyl-{2-[(2,5-diphenyl-oxazole-4-carbonyl)-amino]-ethyl}-carbamoyl)-2-((Z)-octadec-9-enoylamino)-butyric acid methyl ester
CAS No.:289906-19-0
Molecular Formula:C₄₉H₆₄N₄O₆
Molecular Weight:805.07
Hs Code.:

Synonyms:4-(Benzyl-{2-[(2,5-diphenyl-oxazole-4-carbonyl)-amino]-ethyl}-carbamoyl)-2-((Z)-octadec-9-enoylamino)-butyric acid methyl ester

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Chemical Property of 4-(Benzyl-{2-[(2,5-diphenyl-oxazole-4-carbonyl)-amino]-ethyl}-carbamoyl)-2-((Z)-octadec-9-enoylamino)-butyric acid methyl ester

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Technology Process of 4-(Benzyl-{2-[(2,5-diphenyl-oxazole-4-carbonyl)-amino]-ethyl}-carbamoyl)-2-((Z)-octadec-9-enoylamino)-butyric acid methyl ester

There total 11 articles about 4-(Benzyl-{2-[(2,5-diphenyl-oxazole-4-carbonyl)-amino]-ethyl}-carbamoyl)-2-((Z)-octadec-9-enoylamino)-butyric acid methyl 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:

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

: 4-[(2-Amino-ethyl)-benzyl-carbamoyl]-2-((Z)-octadec-9-enoylamino)-butyric acid methyl ester

: 289906-19-0
4-(Benzyl-{2-[(2,5-diphenyl-oxazole-4-carbonyl)-amino]-ethyl}-carbamoyl)-2-((Z)-octadec-9-enoylamino)-butyric acid methyl ester

Guidance literature:: With triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In tetrahydrofuran; at 0 - 22 ℃;
DOI:10.1016/S0968-0896(00)00069-9

Reference yield:

: 112-77-6
(Z)-9-octadecenoyl chloride

: 289906-19-0
4-(Benzyl-{2-[(2,5-diphenyl-oxazole-4-carbonyl)-amino]-ethyl}-carbamoyl)-2-((Z)-octadec-9-enoylamino)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 110 mg / Et₃N / CH₂Cl₂ / 14 h / 22 °C

2: morpholine; Pd(PPh₃)4 / tetrahydrofuran / 0.5 h / 22 °C

3: 169 mg / (i-Pr)2NEt; PyBroP / tetrahydrofuran / 0 - 22 °C

4: AcOH; Pd(PPh₃)4; n-Bu₃SnH / CH₂Cl₂ / 0.5 h / 22 °C

5: 104 mg / Et₃N; PyBroP / tetrahydrofuran / 0 - 22 °C

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In tetrahydrofuran; dichloromethane; 1: Acylation / 2: deallylation / 3: Acylation / 4: deprotection / 5: Acylation;
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

: 289906-19-0
4-(Benzyl-{2-[(2,5-diphenyl-oxazole-4-carbonyl)-amino]-ethyl}-carbamoyl)-2-((Z)-octadec-9-enoylamino)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 9 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: 6.26 g / KHCO₃ / dimethylformamide / 16 h / 22 °C

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

5.1: 110 mg / Et₃N / CH₂Cl₂ / 14 h / 22 °C

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

7.1: 169 mg / (i-Pr)2NEt; PyBroP / tetrahydrofuran / 0 - 22 °C

8.1: AcOH; Pd(PPh₃)4; n-Bu₃SnH / CH₂Cl₂ / 0.5 h / 22 °C

9.1: 104 mg / Et₃N; PyBroP / tetrahydrofuran / 0 - 22 °C

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; chloro-trimethyl-silane; tri-n-butyl-tin hydride; sodium carbonate; potassium hydrogencarbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; 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 / 9.1: Acylation;
DOI:10.1016/S0968-0896(00)00069-9