(S)-tert-butyl 2-((1R,2R)-2-(1,3-dioxoisoindolin-2-yl)cyclohexylcarbamoyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: (S)-tert-butyl 2-((1R,2R)-2-(1,3-dioxoisoindolin-2-yl)cyclohexylcarbamoyl)pyrrolidine-1-carboxylate
• CAS No.: 1258551-09-5
• Molecular Formula: C₂₄H₃₁N₃O₅
• Molecular Weight: 441.527

Synonyms:(S)-tert-butyl 2-((1R,2R)-2-(1,3-dioxoisoindolin-2-yl)cyclohexylcarbamoyl)pyrrolidine-1-carboxylate

Chemical Property of (S)-tert-butyl 2-((1R,2R)-2-(1,3-dioxoisoindolin-2-yl)cyclohexylcarbamoyl)pyrrolidine-1-carboxylate

Chemical Property:

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Technology Process of (S)-tert-butyl 2-((1R,2R)-2-(1,3-dioxoisoindolin-2-yl)cyclohexylcarbamoyl)pyrrolidine-1-carboxylate

There total 1 articles about (S)-tert-butyl 2-((1R,2R)-2-(1,3-dioxoisoindolin-2-yl)cyclohexylcarbamoyl)pyrrolidine-1-carboxylate 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: 98.0%

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) + 2-((1R,2R)-2-aminocyclohexyl)isoindoline-1,3-dione (438588-60-4) → (S)-tert-butyl 2-((1R,2R)-2-(1,3-dioxoisoindolin-2-yl)cyclohexylcarbamoyl)pyrrolidine-1-carboxylate (1258551-09-5)

Guidance literature:

1-(tert-butoxycarbonyl)-L-proline; With chloroformic acid ethyl ester; triethylamine; In dichloromethane; at 0 ℃; for 0.75h; Inert atmosphere;

2-((1R,2R)-2-aminocyclohexyl)isoindoline-1,3-dione; In dichloromethane; at 0 - 20 ℃; for 4h; Inert atmosphere;

DOI:10.1002/adsc.201000355

Reference yield: 91.0%

(S)-tert-butyl 2-((1R,2R)-2-(1,3-dioxoisoindolin-2-yl)cyclohexylcarbamoyl)pyrrolidine-1-carboxylate (1258551-09-5) → (S)-N-((1R,2R)-2-(1,3-dioxoisoindolin-2-yl)cyclohexyl)pyrrolidine-2-carboxamide (1258551-06-2)

Guidance literature:

(S)-tert-butyl 2-((1R,2R)-2-(1,3-dioxoisoindolin-2-yl)cyclohexylcarbamoyl)pyrrolidine-1-carboxylate; With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 2.5h;

With water; sodium hydroxide; In dichloromethane;

DOI:10.1002/adsc.201000355

Reference yield:

(S)-tert-butyl 2-((1R,2R)-2-(1,3-dioxoisoindolin-2-yl)cyclohexylcarbamoyl)pyrrolidine-1-carboxylate (1258551-09-5) → (S)-tert-butyl 2-((1R,2R)-2-aminocyclohexylcarbamoyl)pyrrolidine-1-carboxylate (1258551-08-4)

Guidance literature:

With hydrazine hydrate; In ethanol; for 2h; Reflux;

DOI:10.1002/adsc.201000355

upstream raw materials:

1-(tert-butoxycarbonyl)-L-proline

2-((1R,2R)-2-aminocyclohexyl)isoindoline-1,3-dione

Downstream raw materials:

(S)-N-((1R,2R)-2-(1,3-dioxoisoindolin-2-yl)cyclohexyl)pyrrolidine-2-carboxamide

(S)-tert-butyl 2-((1R,2R)-2-aminocyclohexylcarbamoyl)pyrrolidine-1-carboxylate

C₃₀H₄₁N₃O₃

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