ethyl 3-(4-[(3S,5S,10R)-2-benzyl-1-oxo-7-(phenylsulfonyl)-3-(2-hydroxyethyl)-2,7-diazaspiro[4.5]dec-10-yl]-2-furyl)propanoate

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Chemical Name:ethyl 3-(4-[(3S,5S,10R)-2-benzyl-1-oxo-7-(phenylsulfonyl)-3-(2-hydroxyethyl)-2,7-diazaspiro[4.5]dec-10-yl]-2-furyl)propanoate
CAS No.:566905-34-8
Molecular Formula:C₃₂H₃₈N₂O₇S
Molecular Weight:594.729
Hs Code.:

Synonyms:ethyl 3-(4-[(3S,5S,10R)-2-benzyl-1-oxo-7-(phenylsulfonyl)-3-(2-hydroxyethyl)-2,7-diazaspiro[4.5]dec-10-yl]-2-furyl)propanoate

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Chemical Property of ethyl 3-(4-[(3S,5S,10R)-2-benzyl-1-oxo-7-(phenylsulfonyl)-3-(2-hydroxyethyl)-2,7-diazaspiro[4.5]dec-10-yl]-2-furyl)propanoate

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Technology Process of ethyl 3-(4-[(3S,5S,10R)-2-benzyl-1-oxo-7-(phenylsulfonyl)-3-(2-hydroxyethyl)-2,7-diazaspiro[4.5]dec-10-yl]-2-furyl)propanoate

There total 9 articles about ethyl 3-(4-[(3S,5S,10R)-2-benzyl-1-oxo-7-(phenylsulfonyl)-3-(2-hydroxyethyl)-2,7-diazaspiro[4.5]dec-10-yl]-2-furyl)propanoate 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: 72.0%

: 566905-33-7
ethyl 3-(4-[(3S,5S,10RS)-2-benzyl-1-oxo-7-(phenylsulfonyl)-3-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-2,7-diazaspiro[4.5]dec-10-yl]-2-furyl)propanoate

: 566905-34-8
ethyl 3-(4-[(3S,5S,10R)-2-benzyl-1-oxo-7-(phenylsulfonyl)-3-(2-hydroxyethyl)-2,7-diazaspiro[4.5]dec-10-yl]-2-furyl)propanoate

: ethyl 3-(4-[(3S,5S,10S)-2-benzyl-1-oxo-7-(phenylsulfonyl)-3-(2-hydroxyethyl)-2,7-diazaspiro[4.5]dec-10-yl]-2-furyl)propanoate

Guidance literature:: With ethanol; pyridinium p-toluenesulfonate; In methanol; at 50 ℃; for 3h;
DOI:10.1021/ja034464j

Reference yield:

: 21921-76-6
4-bromo-2-furancarbaldehyde

: 566905-34-8
ethyl 3-(4-[(3S,5S,10R)-2-benzyl-1-oxo-7-(phenylsulfonyl)-3-(2-hydroxyethyl)-2,7-diazaspiro[4.5]dec-10-yl]-2-furyl)propanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium t-butoxide / tetrahydrofuran / 1.5 h / 0 - 20 °C

1.2: 96 percent / tetrahydrofuran / 1.5 h / 4 - 20 °C

2.1: 92 percent / NiCl₂; NaBH₄ / ethanol / 1 h / 0 °C

3.1: 82 percent / potasium acetate; PdCl₂(dppf) / dimethylsulfoxide / 5 h / 82 °C

4.1: 95 percent / K₃PO₄; PdCl₂(dppf) / dimethylformamide / 3 h / 80 °C

5.1: 92 percent / Pd/C / methanol / 1.5 h / 20 °C

6.1: 72 percent / PPTS; EtOH / methanol / 3 h / 50 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; potassium phosphate; ethanol; potassium acetate; pyridinium p-toluenesulfonate; nickel dichloride; sodium t-butanolate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide; 4.1: Suzuki-Miyaura coupling;
DOI:10.1021/ja034464j

Reference yield:

: 390748-06-8
ethyl 3-(4-bromo-2-furyl)propanoate

: 566905-34-8
ethyl 3-(4-[(3S,5S,10R)-2-benzyl-1-oxo-7-(phenylsulfonyl)-3-(2-hydroxyethyl)-2,7-diazaspiro[4.5]dec-10-yl]-2-furyl)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / potasium acetate; PdCl₂(dppf) / dimethylsulfoxide / 5 h / 82 °C

2: 95 percent / K₃PO₄; PdCl₂(dppf) / dimethylformamide / 3 h / 80 °C

3: 92 percent / Pd/C / methanol / 1.5 h / 20 °C

4: 72 percent / PPTS; EtOH / methanol / 3 h / 50 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; ethanol; potassium acetate; pyridinium p-toluenesulfonate; palladium on activated charcoal; In methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; 2: Suzuki-Miyaura coupling;
DOI:10.1021/ja034464j