ethyl 3-(4-[(3S,5S,10R)-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

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Chemical Name:ethyl 3-(4-[(3S,5S,10R)-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
CAS No.:566905-13-3
Molecular Formula:C₃₇H₄₆N₂O₈S
Molecular Weight:678.847
Hs Code.:

Synonyms:ethyl 3-(4-[(3S,5S,10R)-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

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Chemical Property of ethyl 3-(4-[(3S,5S,10R)-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

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Technology Process of ethyl 3-(4-[(3S,5S,10R)-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

There total 10 articles about ethyl 3-(4-[(3S,5S,10R)-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 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: 96.0%

: 110-87-2
3,4-dihydro-2H-pyran

: 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

: 566905-13-3
ethyl 3-(4-[(3S,5S,10R)-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

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1021/ja034464j

Reference yield:

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

: 566905-13-3
ethyl 3-(4-[(3S,5S,10R)-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

Guidance literature:: Multi-step reaction with 7 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

7.1: 96 percent / CSA / CH₂Cl₂ / 1.5 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; potassium phosphate; ethanol; camphor-10-sulfonic acid; potassium acetate; pyridinium p-toluenesulfonate; nickel dichloride; sodium t-butanolate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; 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

: 566905-13-3
ethyl 3-(4-[(3S,5S,10R)-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

Guidance literature:: Multi-step reaction with 5 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

5: 96 percent / CSA / CH₂Cl₂ / 1.5 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; ethanol; camphor-10-sulfonic acid; potassium acetate; pyridinium p-toluenesulfonate; palladium on activated charcoal; In methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 2: Suzuki-Miyaura coupling;
DOI:10.1021/ja034464j