ethyl 2-((3R,5S)-2-benzyl-5-(hydroxymethyl)isoxazolidin-3-yl)thiazole-4-carboxylate

Base Information

• Chemical Name: ethyl 2-((3R,5S)-2-benzyl-5-(hydroxymethyl)isoxazolidin-3-yl)thiazole-4-carboxylate
• CAS No.: 870006-51-2
• Molecular Formula: C₁₇H₂₀N₂O₄S
• Molecular Weight: 348.423
• Mol file: 870006-51-2.mol

Synonyms:ethyl 2-((3R,5S)-2-benzyl-5-(hydroxymethyl)isoxazolidin-3-yl)thiazole-4-carboxylate

Chemical Property of ethyl 2-((3R,5S)-2-benzyl-5-(hydroxymethyl)isoxazolidin-3-yl)thiazole-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-((3R,5S)-2-benzyl-5-(hydroxymethyl)isoxazolidin-3-yl)thiazole-4-carboxylate

There total 6 articles about ethyl 2-((3R,5S)-2-benzyl-5-(hydroxymethyl)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: 80.0%

ethyl 2-{(3R,5S)-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-(hydroxymethyl)isoxazolidin-3-yl)thiazole-4-carboxylate (870006-51-2)

Guidance literature:

ethyl 2-{(3R,5S)-2-benzyl-5-[(2R)-1,2-dihydroxy-2-ethyl]isoxazolidin-3-yl}thiazole-4-carboxylate; With sodium periodate; In methanol; water; at 0 ℃; for 1h;

With sodium tetrahydroborate; In methanol; water; at 0 ℃; for 2h;

DOI:10.1021/jo051572a

Reference yield:

N-benzyl-C-[4-(ethoxycarbonyl)-2-thiazolyl]nitrone (870006-12-5) → ethyl 2-((3R,5S)-2-benzyl-5-(hydroxymethyl)isoxazolidin-3-yl)thiazole-4-carboxylate (870006-51-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 10 percent / CH₂Cl₂; ethanol / 1 h / 120 °C / microwave irradiation

2.1: NaIO₄ / methanol; H₂O / 1 h / 0 °C

2.2: 80 percent / NaBH₄ / methanol; H₂O / 2 h / 0 °C

With sodium periodate; In methanol; ethanol; dichloromethane; water;

DOI:10.1021/jo051572a

Reference yield:

ethyl 2-(diethoxymethyl)-1,3-thiazole-4-carboxylate (73956-16-8) → ethyl 2-((3R,5S)-2-benzyl-5-(hydroxymethyl)isoxazolidin-3-yl)thiazole-4-carboxylate (870006-51-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrochloric acid / acetone / 1 h / Heating

2.1: 2.17 g / MgSO₄ / CH₂Cl₂ / 6 h / 20 °C

3.1: 10 percent / CH₂Cl₂; ethanol / 1 h / 120 °C / microwave irradiation

4.1: NaIO₄ / methanol; H₂O / 1 h / 0 °C

4.2: 80 percent / NaBH₄ / methanol; H₂O / 2 h / 0 °C

With hydrogenchloride; sodium periodate; magnesium sulfate; In methanol; ethanol; dichloromethane; water; acetone;

DOI:10.1021/jo051572a

upstream raw materials:

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

N-benzyl-C-[4-(ethoxycarbonyl)-2-thiazolyl]nitrone

ethyl 2-(diethoxymethyl)-1,3-thiazole-4-carboxylate

ethyl 2-formyl-1,3-thiazole-4-carboxylate