(4S,5R)-4-[(1R,2S)-1-((R)-1-Carboxy-2-hydroxy-ethylcarbamoyl)-2-phenylselanyl-propylcarbamoyl]-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester

Base Information

Chemical Name:(4S,5R)-4-[(1R,2S)-1-((R)-1-Carboxy-2-hydroxy-ethylcarbamoyl)-2-phenylselanyl-propylcarbamoyl]-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester
CAS No.:710354-61-3
Molecular Formula:C₂₆H₄₁N₃O₈SeSi
Molecular Weight:630.672
Hs Code.:

(4S,5R)-4-[(1R,2S)-1-((R)-1-Carboxy-2-hydroxy-ethylcarbamoyl)-2-phenylselanyl-propylcarbamoyl]-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester

Synonyms:(4S,5R)-4-[(1R,2S)-1-((R)-1-Carboxy-2-hydroxy-ethylcarbamoyl)-2-phenylselanyl-propylcarbamoyl]-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester

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Chemical Property of (4S,5R)-4-[(1R,2S)-1-((R)-1-Carboxy-2-hydroxy-ethylcarbamoyl)-2-phenylselanyl-propylcarbamoyl]-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester

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Technology Process of (4S,5R)-4-[(1R,2S)-1-((R)-1-Carboxy-2-hydroxy-ethylcarbamoyl)-2-phenylselanyl-propylcarbamoyl]-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester

There total 4 articles about (4S,5R)-4-[(1R,2S)-1-((R)-1-Carboxy-2-hydroxy-ethylcarbamoyl)-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: 82.0%

: 5874-57-7
R-(-)-serine methyl ester hydrochloride

: (4S,5R)-4-((1R,2S)-1-Carboxy-2-phenylselanyl-propylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester

: 710354-61-3
(4S,5R)-4-[(1R,2S)-1-((R)-1-Carboxy-2-hydroxy-ethylcarbamoyl)-2-phenylselanyl-propylcarbamoyl]-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: R-(-)-serine methyl ester hydrochloride; (4S,5R)-4-((1R,2S)-1-Carboxy-2-phenylselanyl-propylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester; With 4-methyl-morpholine; chloride; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholin-4-ium; In methanol; at 20 ℃; for 6h;

With sodium hydroxide; In 1,4-dioxane; methanol; water; at 20 ℃; for 1h; Further stages.;
DOI:10.1016/j.tetlet.2004.03.099

Reference yield:

: 80149-80-0
2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate

: 710354-61-3
(4S,5R)-4-[(1R,2S)-1-((R)-1-Carboxy-2-hydroxy-ethylcarbamoyl)-2-phenylselanyl-propylcarbamoyl]-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 4 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

With 4-methyl-morpholine; 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:

: 710354-63-5
(4S,5R)-2,2,5-Trimethyl-oxazolidine-3,4-dicarboxylic acid 3-(2-trimethylsilanyl-ethyl) ester

: 710354-61-3
(4S,5R)-4-[(1R,2S)-1-((R)-1-Carboxy-2-hydroxy-ethylcarbamoyl)-2-phenylselanyl-propylcarbamoyl]-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 66 percent / PyBop; i-Pr₂NEt / CH₂Cl₂ / 2.5 h / 20 °C

2.1: 94 percent / dimethylformamide / 2 h / 80 °C

3.1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium; chloride; N-methylmorpholine / methanol / 6 h / 20 °C

3.2: 82 percent / aq. NaOH / methanol; dioxane; H₂O / 1 h / 20 °C

With 4-methyl-morpholine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; chloride; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholin-4-ium; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2004.03.099