4-(1-{4-[1-(1-{1-[4-(2-hydroxy-1-methoxycarbonyl-ethylcarbamoyl)-5-methyl-oxazol-2-yl]-vinylcarbamoyl}-2-methyl-propylcarbamoyl)-vinylcarbamoyl]-5-methyl-oxazol-2-yl}-propenylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid benzyl ester

Base Information

Chemical Name:4-(1-{4-[1-(1-{1-[4-(2-hydroxy-1-methoxycarbonyl-ethylcarbamoyl)-5-methyl-oxazol-2-yl]-vinylcarbamoyl}-2-methyl-propylcarbamoyl)-vinylcarbamoyl]-5-methyl-oxazol-2-yl}-propenylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid benzyl ester
CAS No.:334832-31-4
Molecular Formula:C₄₂H₅₂N₈O₁₃
Molecular Weight:876.921
Hs Code.:

4-(1-{4-[1-(1-{1-[4-(2-hydroxy-1-methoxycarbonyl-ethylcarbamoyl)-5-methyl-oxazol-2-yl]-vinylcarbamoyl}-2-methyl-propylcarbamoyl)-vinylcarbamoyl]-5-methyl-oxazol-2-yl}-propenylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid benzyl ester

Synonyms:4-(1-{4-[1-(1-{1-[4-(2-hydroxy-1-methoxycarbonyl-ethylcarbamoyl)-5-methyl-oxazol-2-yl]-vinylcarbamoyl}-2-methyl-propylcarbamoyl)-vinylcarbamoyl]-5-methyl-oxazol-2-yl}-propenylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid benzyl ester

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Chemical Property of 4-(1-{4-[1-(1-{1-[4-(2-hydroxy-1-methoxycarbonyl-ethylcarbamoyl)-5-methyl-oxazol-2-yl]-vinylcarbamoyl}-2-methyl-propylcarbamoyl)-vinylcarbamoyl]-5-methyl-oxazol-2-yl}-propenylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid benzyl ester

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Technology Process of 4-(1-{4-[1-(1-{1-[4-(2-hydroxy-1-methoxycarbonyl-ethylcarbamoyl)-5-methyl-oxazol-2-yl]-vinylcarbamoyl}-2-methyl-propylcarbamoyl)-vinylcarbamoyl]-5-methyl-oxazol-2-yl}-propenylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid benzyl ester

There total 21 articles about 4-(1-{4-[1-(1-{1-[4-(2-hydroxy-1-methoxycarbonyl-ethylcarbamoyl)-5-methyl-oxazol-2-yl]-vinylcarbamoyl}-2-methyl-propylcarbamoyl)-vinylcarbamoyl]-5-methyl-oxazol-2-yl}-propenylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic 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: 58.0%

: 334832-30-3
C₅₈H₇₀N₈O₁₃Si

: 334832-31-4
4-(1-{4-[1-(1-{1-[4-(2-hydroxy-1-methoxycarbonyl-ethylcarbamoyl)-5-methyl-oxazol-2-yl]-vinylcarbamoyl}-2-methyl-propylcarbamoyl)-vinylcarbamoyl]-5-methyl-oxazol-2-yl}-propenylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 4h;
DOI:10.1246/cl.2001.102

Reference yield:

: 334832-21-2
(S)-5,2',2'-Trimethyl-4',5'-dihydro-[2,4']bioxazolyl-4,3'-dicarboxylic acid 3'-benzyl ester 4-methyl ester

: 334832-31-4
4-(1-{4-[1-(1-{1-[4-(2-hydroxy-1-methoxycarbonyl-ethylcarbamoyl)-5-methyl-oxazol-2-yl]-vinylcarbamoyl}-2-methyl-propylcarbamoyl)-vinylcarbamoyl]-5-methyl-oxazol-2-yl}-propenylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: LiOH / methanol

2: diphenylphosphoryl azide; Et₃N / dimethylformamide / 7 h / 0 - 20 °C

3: 85 percent / TFA / CHCl₃ / 1.5 h / 0 - 20 °C

4: 89 percent / imidazole / CH₂Cl₂ / 2 h / 0 - 20 °C

5: H₂ / Pd-C / ethanol / 1 h / 20 °C

6: 67 percent / BOP; (i-Pr)2NEt / CH₂Cl₂ / 13 h / 0 - 20 °C

7: Et₃N / CHCl₃ / 0.5 h / 0 °C

8: DBU / CHCl₃ / 0.5 h / 0 °C

9: 89 percent / AcOH / tetrahydrofuran; H₂O / 0.5 h / 20 °C

10: Et₃N / CHCl₃ / 0.5 h / 0 °C

11: DBU / CHCl₃ / 0.5 h / 0 °C

12: 58 percent / TBAF / tetrahydrofuran / 4 h / 0 - 20 °C

With 1H-imidazole; lithium hydroxide; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1246/cl.2001.102

Reference yield:

: 334832-22-3
(S)-5,2',2'-Trimethyl-4',5'-dihydro-[2,4']bioxazolyl-4,3'-dicarboxylic acid 3'-benzyl ester

: 334832-31-4
4-(1-{4-[1-(1-{1-[4-(2-hydroxy-1-methoxycarbonyl-ethylcarbamoyl)-5-methyl-oxazol-2-yl]-vinylcarbamoyl}-2-methyl-propylcarbamoyl)-vinylcarbamoyl]-5-methyl-oxazol-2-yl}-propenylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: diphenylphosphoryl azide; Et₃N / dimethylformamide / 7 h / 0 - 20 °C

2: 85 percent / TFA / CHCl₃ / 1.5 h / 0 - 20 °C

3: 89 percent / imidazole / CH₂Cl₂ / 2 h / 0 - 20 °C

4: H₂ / Pd-C / ethanol / 1 h / 20 °C

5: 67 percent / BOP; (i-Pr)2NEt / CH₂Cl₂ / 13 h / 0 - 20 °C

6: Et₃N / CHCl₃ / 0.5 h / 0 °C

7: DBU / CHCl₃ / 0.5 h / 0 °C

8: 89 percent / AcOH / tetrahydrofuran; H₂O / 0.5 h / 20 °C

9: Et₃N / CHCl₃ / 0.5 h / 0 °C

10: DBU / CHCl₃ / 0.5 h / 0 °C

11: 58 percent / TBAF / tetrahydrofuran / 4 h / 0 - 20 °C

With 1H-imidazole; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1246/cl.2001.102