4-(1-{4-[1-(4-ethoxycarbonyl-thiazol-2-yl)-2-methyl-2,3-bis-triethylsilanyloxy-butylcarbamoyl]-4,5-dihydro-oxazol-2-yl}-2-phenylselanyl-propylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester

Base Information

• Chemical Name: 4-(1-{4-[1-(4-ethoxycarbonyl-thiazol-2-yl)-2-methyl-2,3-bis-triethylsilanyloxy-butylcarbamoyl]-4,5-dihydro-oxazol-2-yl}-2-phenylselanyl-propylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester
• CAS No.: 710354-73-7
• Molecular Formula: C₄₉H₈₃N₅O₁₀SSeSi₃
• Molecular Weight: 1097.51

Synonyms:4-(1-{4-[1-(4-ethoxycarbonyl-thiazol-2-yl)-2-methyl-2,3-bis-triethylsilanyloxy-butylcarbamoyl]-4,5-dihydro-oxazol-2-yl}-2-phenylselanyl-propylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester

Chemical Property of 4-(1-{4-[1-(4-ethoxycarbonyl-thiazol-2-yl)-2-methyl-2,3-bis-triethylsilanyloxy-butylcarbamoyl]-4,5-dihydro-oxazol-2-yl}-2-phenylselanyl-propylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 4-(1-{4-[1-(4-ethoxycarbonyl-thiazol-2-yl)-2-methyl-2,3-bis-triethylsilanyloxy-butylcarbamoyl]-4,5-dihydro-oxazol-2-yl}-2-phenylselanyl-propylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester

There total 10 articles about 4-(1-{4-[1-(4-ethoxycarbonyl-thiazol-2-yl)-2-methyl-2,3-bis-triethylsilanyloxy-butylcarbamoyl]-4,5-dihydro-oxazol-2-yl}-2-phenylselanyl-propylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl 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: 85.0%

4-(1-{1-[1-(4-ethoxycarbonyl-thiazol-2-yl)-2-methyl-2,3-bis-triethylsilanyloxy-butylcarbamoyl]-2-hydroxy-ethylcarbamoyl}-2-phenylselanyl-propylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester (710354-60-2) → 4-(1-{4-[1-(4-ethoxycarbonyl-thiazol-2-yl)-2-methyl-2,3-bis-triethylsilanyloxy-butylcarbamoyl]-4,5-dihydro-oxazol-2-yl}-2-phenylselanyl-propylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester (710354-73-7)

Guidance literature:

With diethylamino-sulfur trifluoride; In dichloromethane; at -78 ℃; for 0.0833333h;

DOI:10.1016/j.tetlet.2004.03.099

Reference yield:

2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate (80149-80-0) → 4-(1-{4-[1-(4-ethoxycarbonyl-thiazol-2-yl)-2-methyl-2,3-bis-triethylsilanyloxy-butylcarbamoyl]-4,5-dihydro-oxazol-2-yl}-2-phenylselanyl-propylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester (710354-73-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: triethylamine / dioxane; H₂O / 20 h / 20 °C

1.2: 100 percent / p-TsOH / acetone / 6 h / 20 °C

2.1: 66 percent / PyBop; i-Pr₂NEt / CH₂Cl₂ / 2.5 h / 20 °C

3.1: 94 percent / dimethylformamide / 2 h / 80 °C

4.1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium; chloride; N-methylmorpholine / methanol / 6 h / 20 °C

4.2: 82 percent / aq. NaOH / methanol; dioxane; H₂O / 1 h / 20 °C

5.1: 83 percent / 2-chloro-1,3-dimethylimidazolidium hexafluorophosphate; 1-hydroxy-7-azabenzotriazole; i-Pr₂NEt / CH₂Cl₂ / 0.5 h / 20 °C

6.1: 85 percent / diethylamminosulfur trifluoride / CH₂Cl₂ / 0.08 h / -78 °C

With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; diethylamino-sulfur trifluoride; 2-chloro-1,3-dimethylimidazolidium hexafluorophosphate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; chloride; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholin-4-ium; triethylamine; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2004.03.099

Reference yield:

2-{[(E)-2-Methyl-propane-2-sulfinylimino]-methyl}-thiazole-4-carboxylic acid ethyl ester → 4-(1-{4-[1-(4-ethoxycarbonyl-thiazol-2-yl)-2-methyl-2,3-bis-triethylsilanyloxy-butylcarbamoyl]-4,5-dihydro-oxazol-2-yl}-2-phenylselanyl-propylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester (710354-73-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: t-BuLi / tetrahydrofuran / 0.08 h / -78 °C

1.2: ZnCl₂ / diethyl ether; tetrahydrofuran / 0.25 h / 0 °C

1.3: 87 percent / tetrahydrofuran; diethyl ether / 6 h / -78 - -40 °C

2.1: aq. HCl / methanol / 0.5 h / 20 °C

2.2: 83 percent / Et₃N / dioxane / 2 h / 20 °C

3.1: 56 percent / OsO₄; N-methylmorpholine N-oxide; DABCO / 2-methyl-propan-2-ol; H₂O / 12 h / 20 °C

4.1: 92 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

5.1: 83 percent / 2-chloro-1,3-dimethylimidazolidium hexafluorophosphate; 1-hydroxy-7-azabenzotriazole; i-Pr₂NEt / CH₂Cl₂ / 0.5 h / 20 °C

6.1: 85 percent / diethylamminosulfur trifluoride / CH₂Cl₂ / 0.08 h / -78 °C

With 1,4-diaza-bicyclo[2.2.2]octane; 2,6-dimethylpyridine; hydrogenchloride; osmium(VIII) oxide; 1-hydroxy-7-aza-benzotriazole; diethylamino-sulfur trifluoride; 2-chloro-1,3-dimethylimidazolidium hexafluorophosphate; tert.-butyl lithium; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol;

DOI:10.1016/j.tetlet.2004.03.099

upstream raw materials:

4-(1-{1-[1-(4-ethoxycarbonyl-thiazol-2-yl)-2-methyl-2,3-bis-triethylsilanyloxy-butylcarbamoyl]-2-hydroxy-ethylcarbamoyl}-2-phenylselanyl-propylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester

2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate

(4S,5R)-2,2,5-Trimethyl-oxazolidine-3,4-dicarboxylic acid 3-(2-trimethylsilanyl-ethyl) ester

2-((Z)-(S)-1-tert-Butoxycarbonylamino-2-methyl-but-2-enyl)-thiazole-4-carboxylic acid ethyl ester

Downstream raw materials:

4-(1-{1-[1-(4-ethoxycarbonyl-thiazol-2-yl)-2-methyl-2,3-bis-triethylsilanyloxy-butylcarbamoyl]-2-hydroxy-ethylthiocarbamoyl}-2-phenylselanyl-propylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester

4-(1-{1-[1-(4-carboxy-thiazol-2-yl)-2-methyl-2,3-bis-triethylsilanyloxy-butylcarbamoyl]-2-hydroxy-ethylthiocarbamoyl}-2-phenylselanyl-propylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester

4-(1-{4-[1-(4-ethoxycarbonyl-thiazol-2-yl)-2-methyl-2,3-bis-triethylsilanyloxy-butylcarbamoyl]-4,5-dihydro-thiazol-2-yl}-2-phenylselanyl-propylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester

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