2,4-dioxo-3-azaspiro[5.5]undecan-3-yl (tert-butoxycarbonyl)-L-phenylalaninate

Base Information

• Chemical Name: 2,4-dioxo-3-azaspiro[5.5]undecan-3-yl (tert-butoxycarbonyl)-L-phenylalaninate
• CAS No.: 1280225-79-7
• Molecular Formula: C₂₄H₃₂N₂O₆
• Molecular Weight: 444.528

Synonyms:2,4-dioxo-3-azaspiro[5.5]undecan-3-yl (tert-butoxycarbonyl)-L-phenylalaninate

Chemical Property of 2,4-dioxo-3-azaspiro[5.5]undecan-3-yl (tert-butoxycarbonyl)-L-phenylalaninate

Chemical Property:

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Technology Process of 2,4-dioxo-3-azaspiro[5.5]undecan-3-yl (tert-butoxycarbonyl)-L-phenylalaninate

There total 2 articles about 2,4-dioxo-3-azaspiro[5.5]undecan-3-yl (tert-butoxycarbonyl)-L-phenylalaninate 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: 85.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + 3-azaspiro[5.5]undecan-2,4-dioxo-3-yl diphenyl phosphate → 2,4-dioxo-3-azaspiro[5.5]undecan-3-yl (tert-butoxycarbonyl)-L-phenylalaninate (1280225-79-7)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.tetasy.2016.04.007

Reference yield:

N-hydroxy-3-azaspiro[5,5]undecane-2,4-dione (64744-41-8) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → 2,4-dioxo-3-azaspiro[5.5]undecan-3-yl (tert-butoxycarbonyl)-L-phenylalaninate (1280225-79-7)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1016/j.tetasy.2010.12.021

Reference yield: 84.0%

(S)-serine methyl ester (2788-84-3) + 2,4-dioxo-3-azaspiro[5.5]undecan-3-yl (tert-butoxycarbonyl)-L-phenylalaninate (1280225-79-7) → (S)-methyl 2-((2S)-2-[(tert-butoxycarbonyl)-3-phenylpropanamido]-3-hydroxy)-propanoate (34290-59-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 15h;

DOI:10.1016/j.tetasy.2016.04.007

upstream raw materials:

N-hydroxy-3-azaspiro[5,5]undecane-2,4-dione

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

ethyl (N-tert-butoxycarbonyl-L-phenylalanyl)glycinate

(S)-methyl 2-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanamido)-3-phenylpropanoate

(S)-methyl 2-((2S)-2-[(tert-butoxycarbonyl)-3-phenylpropanamido]-3-hydroxy)-propanoate

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