3-ethyl 2-(phenylmethyl) 8-hydroxy-2-azaspiro[4.5]decane-2,3-dicarboxylate

Base Information

• Chemical Name: 3-ethyl 2-(phenylmethyl) 8-hydroxy-2-azaspiro[4.5]decane-2,3-dicarboxylate
• CAS No.: 1272655-96-5
• Molecular Formula: C₂₀H₂₇NO₅
• Molecular Weight: 361.438

Synonyms:3-ethyl 2-(phenylmethyl) 8-hydroxy-2-azaspiro[4.5]decane-2,3-dicarboxylate

Chemical Property of 3-ethyl 2-(phenylmethyl) 8-hydroxy-2-azaspiro[4.5]decane-2,3-dicarboxylate

Chemical Property:

Purity/Quality:

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Technology Process of 3-ethyl 2-(phenylmethyl) 8-hydroxy-2-azaspiro[4.5]decane-2,3-dicarboxylate

There total 3 articles about 3-ethyl 2-(phenylmethyl) 8-hydroxy-2-azaspiro[4.5]decane-2,3-dicarboxylate 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: 100.0%

3-ethyl 2-(phenylmethyl) 8-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-azaspiro[4.5]decane-2,3-dicarboxylate (1272655-94-3) → 3-ethyl 2-(phenylmethyl) 8-hydroxy-2-azaspiro[4.5]decane-2,3-dicarboxylate (1272655-96-5)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 72h;

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → 3-ethyl 2-(phenylmethyl) 8-hydroxy-2-azaspiro[4.5]decane-2,3-dicarboxylate (1272655-96-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

2: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 72 h / 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm4013104

Reference yield:

ethyl 8-((tert-butyldimethylsilyl)oxy)-2-azaspiro[4.5]decane-3-carboxylate (1272655-91-0) → 3-ethyl 2-(phenylmethyl) 8-hydroxy-2-azaspiro[4.5]decane-2,3-dicarboxylate (1272655-96-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

2: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 72 h / 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm4013104

upstream raw materials:

benzyl chloroformate

ethyl 8-((tert-butyldimethylsilyl)oxy)-2-azaspiro[4.5]decane-3-carboxylate

3-ethyl 2-(phenylmethyl) 8-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-azaspiro[4.5]decane-2,3-dicarboxylate

Downstream raw materials:

methyl [(1S)-1-({(2S)-2-[4-(4′-{2-[8,8-difluoro-2-((2S)-3-methyl-2-{[(methyloxy)carbonyl]amino}butanoyl)-2-azaspiro[4.5]-dec-3-yl]-1H-imidazol-4-yl}-4-biphenylyl)-1H-imidazol-2-yl]-1-pyrrolidinyl}carbonyl)-2-methylpropyl]carbamate

3-ethyl 2-(phenylmethyl)-8-oxo-2-azaspiro[4.5]decane-2,3-dicarboxylate

3-ethyl 2-(phenylmethyl)-(3S)-8,8-difluoro-2-azaspiro[4.5]-decane-2,3-dicarboxylate

2-(4'-(((((2S)-1-((2S)-3-methyl-2-(((methyloxy)carbonyl)amino)butanoyl)-2-pyrrolidinyl)carbonyl)oxy)acetyl)-4-biphenylyl)-2-oxoethyl(3S)-8,8-difluoro-2-((2S)-3-methyl-2-(((methyloxy)carbonyl)amino)butanoyl)-2-azaspiro[4.5]dec-3-carboxylate

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