(4S,5S)-5-cyclohexylmethyl-3-ethoxycarbonyl-4-hydroxy-2-isoxazoline 2-oxide

Base Information

• Chemical Name: (4S,5S)-5-cyclohexylmethyl-3-ethoxycarbonyl-4-hydroxy-2-isoxazoline 2-oxide
• CAS No.: 216856-27-8
• Molecular Formula: C₁₃H₂₁NO₅
• Molecular Weight: 271.313

Synonyms:(4S,5S)-5-cyclohexylmethyl-3-ethoxycarbonyl-4-hydroxy-2-isoxazoline 2-oxide

Chemical Property of (4S,5S)-5-cyclohexylmethyl-3-ethoxycarbonyl-4-hydroxy-2-isoxazoline 2-oxide

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Technology Process of (4S,5S)-5-cyclohexylmethyl-3-ethoxycarbonyl-4-hydroxy-2-isoxazoline 2-oxide

There total 2 articles about (4S,5S)-5-cyclohexylmethyl-3-ethoxycarbonyl-4-hydroxy-2-isoxazoline 2-oxide 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: 64.0%

(4S,5S)-4-(t-butyldiphenylsilyloxy)-5-cyclohexylmethyl-3-ethoxycarbonyl-2-isoxazoline 2-oxide (216855-98-0) → (4S,5S)-5-cyclohexylmethyl-3-ethoxycarbonyl-4-hydroxy-2-isoxazoline 2-oxide (216856-27-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.5h;

DOI:10.1021/jo980941i

Reference yield: 48.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (4RS,5S)-5-cyclohexylmethyl-3-ethoxycarbonyl-4-hydroxy-2-isoxazoline 2-oxide (216855-31-1) → (4S,5S)-5-cyclohexylmethyl-3-ethoxycarbonyl-4-hydroxy-2-isoxazoline 2-oxide (216856-27-8) + (4S,5S)-4-(t-butyldiphenylsilyloxy)-5-cyclohexylmethyl-3-ethoxycarbonyl-2-isoxazoline 2-oxide (216855-98-0) + (4R,5S)-4-(t-butyldiphenylsilyloxy)-5-cyclohexylmethyl-3-ethoxycarbonyl-2-isoxazoline 2-oxide (216855-95-7)

Guidance literature:

With dmap; triethylamine; In diethyl ether; at 20 ℃; for 24h;

DOI:10.1021/jo980941i

Reference yield: 73.0%

Chlorodimethylvinylsilane (1719-58-0) + (4S,5S)-5-cyclohexylmethyl-3-ethoxycarbonyl-4-hydroxy-2-isoxazoline 2-oxide (216856-27-8) → ethyl (2aR,6S,6aS,6bR)-6-cyclohexylmethyl-2,2-dimethyltetrahydro-2H,6bH-1,4,5-trioxa-4a-aza-2-silacyclopenta[cd]pentalene-6b-carboxylate

Guidance literature:

With 1H-imidazole; In dichloromethane; for 24h;

DOI:10.1021/jo980941i

upstream raw materials:

tert-butylchlorodiphenylsilane

(4RS,5S)-5-cyclohexylmethyl-3-ethoxycarbonyl-4-hydroxy-2-isoxazoline 2-oxide

(4S,5S)-4-(t-butyldiphenylsilyloxy)-5-cyclohexylmethyl-3-ethoxycarbonyl-2-isoxazoline 2-oxide

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