ethyl 2-{(3S,5R)-2-benzyl-5-[(2R)-1,2-dihydroxy-2-ethyl]isoxazolidin-3-yl}thiazole-4-carboxylate

Base Information

Chemical Name:ethyl 2-{(3S,5R)-2-benzyl-5-[(2R)-1,2-dihydroxy-2-ethyl]isoxazolidin-3-yl}thiazole-4-carboxylate
CAS No.:870006-37-4
Molecular Formula:C₁₈H₂₂N₂O₅S
Molecular Weight:378.449
Hs Code.:

Synonyms:ethyl 2-{(3S,5R)-2-benzyl-5-[(2R)-1,2-dihydroxy-2-ethyl]isoxazolidin-3-yl}thiazole-4-carboxylate

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Chemical Property of ethyl 2-{(3S,5R)-2-benzyl-5-[(2R)-1,2-dihydroxy-2-ethyl]isoxazolidin-3-yl}thiazole-4-carboxylate

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Technology Process of ethyl 2-{(3S,5R)-2-benzyl-5-[(2R)-1,2-dihydroxy-2-ethyl]isoxazolidin-3-yl}thiazole-4-carboxylate

There total 6 articles about ethyl 2-{(3S,5R)-2-benzyl-5-[(2R)-1,2-dihydroxy-2-ethyl]isoxazolidin-3-yl}thiazole-4-carboxylate 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: 88.0%

: ethyl 2-{(3S,5R)-2-benzyl-5-[(2R)-1-(tert-butyldiphenylsiloxy)-2-ethyl]isoxazolidin-3-yl}thiazole-4-carboxylate

: 870006-37-4
ethyl 2-{(3S,5R)-2-benzyl-5-[(2R)-1,2-dihydroxy-2-ethyl]isoxazolidin-3-yl}thiazole-4-carboxylate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1021/jo051572a

Reference yield: 20.0%

: 870006-12-5
N-benzyl-C-[4-(ethoxycarbonyl)-2-thiazolyl]nitrone

: 62214-39-5,86161-40-2
(2S)-but-3-ene-1,2-diol

: ethyl 2-{(3R,5R)-2-benzyl-5-[(2R)-1,2-dihydroxy-2-ethyl]isoxazolidin-3-yl}thiazole-4-carboxylate

: 870006-35-2
ethyl 2-{(3R,5S)-2-benzyl-5-[(2R)-1,2-dihydroxy-2-ethyl]isoxazolidin-3-yl}thiazole-4-carboxylate

: 870006-37-4
ethyl 2-{(3S,5R)-2-benzyl-5-[(2R)-1,2-dihydroxy-2-ethyl]isoxazolidin-3-yl}thiazole-4-carboxylate

: ethyl 2-{(3S,5S)-2-benzyl-5-[(2R)-1,2-dihydroxy-2-ethyl]isoxazolidin-3-yl}thiazole-4-carboxylate

Guidance literature:: In ethanol; dichloromethane; at 120 ℃; for 1h; microwave irradiation;
DOI:10.1021/jo051572a

Reference yield:

: 73956-16-8
ethyl 2-(diethoxymethyl)-1,3-thiazole-4-carboxylate

: 870006-37-4
ethyl 2-{(3S,5R)-2-benzyl-5-[(2R)-1,2-dihydroxy-2-ethyl]isoxazolidin-3-yl}thiazole-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: hydrochloric acid / acetone / 1 h / Heating

2: 2.17 g / MgSO₄ / CH₂Cl₂ / 6 h / 20 °C

3: 10 percent / CH₂Cl₂; ethanol / 1 h / 120 °C / microwave irradiation

With hydrogenchloride; magnesium sulfate; In ethanol; dichloromethane; acetone;
DOI:10.1021/jo051572a