ethyl (RS)-2-[(tert-butyloxycarbonyl)amino]-3-(2-benzyl-5-ethoxycarbonyl-2,3-dihydro-3-oxo-4-isoxazolyl)propionate

Base Information

Chemical Name:ethyl (RS)-2-[(tert-butyloxycarbonyl)amino]-3-(2-benzyl-5-ethoxycarbonyl-2,3-dihydro-3-oxo-4-isoxazolyl)propionate
CAS No.:206064-63-3
Molecular Formula:C₂₃H₃₀N₂O₈
Molecular Weight:462.5
Hs Code.:

Synonyms:ethyl (RS)-2-[(tert-butyloxycarbonyl)amino]-3-(2-benzyl-5-ethoxycarbonyl-2,3-dihydro-3-oxo-4-isoxazolyl)propionate

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Chemical Property of ethyl (RS)-2-[(tert-butyloxycarbonyl)amino]-3-(2-benzyl-5-ethoxycarbonyl-2,3-dihydro-3-oxo-4-isoxazolyl)propionate

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Technology Process of ethyl (RS)-2-[(tert-butyloxycarbonyl)amino]-3-(2-benzyl-5-ethoxycarbonyl-2,3-dihydro-3-oxo-4-isoxazolyl)propionate

There total 7 articles about ethyl (RS)-2-[(tert-butyloxycarbonyl)amino]-3-(2-benzyl-5-ethoxycarbonyl-2,3-dihydro-3-oxo-4-isoxazolyl)propionate 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: 41.0%

: 100-39-0
benzyl bromide

: 206064-61-1
ethyl (RS)-2-[(tert-butyloxycarbonyl)amino]-3-[5-(ethoxycarbonyl)-3-hydroxy-4-isoxazolyl]propionate

: 206064-62-2
ethyl (RS)-2-[(tert-butyloxycarbonyl)amino]-3-[3-benzyloxy-5-(ethoxycarbonyl)-4-isoxazolyl]propionate

: 206064-63-3
ethyl (RS)-2-[(tert-butyloxycarbonyl)amino]-3-(2-benzyl-5-ethoxycarbonyl-2,3-dihydro-3-oxo-4-isoxazolyl)propionate

Guidance literature:: With potassium carbonate; In acetone; at 40 ℃; for 1.5h;
DOI:10.1021/jm0003586

Reference yield:

: 206064-47-3
3-hydroxy-4-methylisoxazole-5-carboxylic acid

: 206064-63-3
ethyl (RS)-2-[(tert-butyloxycarbonyl)amino]-3-(2-benzyl-5-ethoxycarbonyl-2,3-dihydro-3-oxo-4-isoxazolyl)propionate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 47 percent / K₂CO₃ / ethanol / 68 h / Heating

2.1: NBS; (PhCO)2O₂ / CCl₄ / 10 h / Heating

3.1: t-BuOK / 1-methyl-pyrrolidin-2-one / 0.5 h / 20 °C

3.2: 1-methyl-pyrrolidin-2-one / 1.5 h / 20 °C

4.1: 57 percent / 47percent aq. HBr / 1 h / Heating

5.1: HCl / 2.5 h / Heating

6.1: 79 percent / TEA / tetrahydrofuran; H₂O / 72 h / 20 °C

7.1: 18 percent / K₂CO₃ / acetone / 1.5 h / 40 °C

With hydrogenchloride; N-Bromosuccinimide; TEA; potassium tert-butylate; potassium carbonate; dibenzoyl peroxide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; tetrachloromethane; ethanol; water; acetone;
DOI:10.1021/jm0003586

Reference yield:

: 206064-67-7
ethyl 3-ethoxy-4-methylisoxazole-5-carboxylate

: 206064-63-3
ethyl (RS)-2-[(tert-butyloxycarbonyl)amino]-3-(2-benzyl-5-ethoxycarbonyl-2,3-dihydro-3-oxo-4-isoxazolyl)propionate

Guidance literature:: Multi-step reaction with 6 steps

1.1: NBS; (PhCO)2O₂ / CCl₄ / 10 h / Heating

2.1: t-BuOK / 1-methyl-pyrrolidin-2-one / 0.5 h / 20 °C

2.2: 1-methyl-pyrrolidin-2-one / 1.5 h / 20 °C

3.1: 57 percent / 47percent aq. HBr / 1 h / Heating

4.1: HCl / 2.5 h / Heating

5.1: 79 percent / TEA / tetrahydrofuran; H₂O / 72 h / 20 °C

6.1: 18 percent / K₂CO₃ / acetone / 1.5 h / 40 °C

With hydrogenchloride; N-Bromosuccinimide; TEA; potassium tert-butylate; potassium carbonate; dibenzoyl peroxide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; tetrachloromethane; water; acetone;
DOI:10.1021/jm0003586