adamantan-1-yl-(2-oxo-2-pyrrolidin-1-yl-ethyl)-carbamic acid benzyl ester

Base Information

Chemical Name:adamantan-1-yl-(2-oxo-2-pyrrolidin-1-yl-ethyl)-carbamic acid benzyl ester
CAS No.:565453-32-9
Molecular Formula:C₂₄H₃₂N₂O₃
Molecular Weight:396.53
Hs Code.:

Synonyms:adamantan-1-yl-(2-oxo-2-pyrrolidin-1-yl-ethyl)-carbamic acid benzyl ester

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Chemical Property of adamantan-1-yl-(2-oxo-2-pyrrolidin-1-yl-ethyl)-carbamic acid benzyl ester

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Technology Process of adamantan-1-yl-(2-oxo-2-pyrrolidin-1-yl-ethyl)-carbamic acid benzyl ester

There total 4 articles about adamantan-1-yl-(2-oxo-2-pyrrolidin-1-yl-ethyl)-carbamic acid benzyl ester 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: 74.0%

: 123-75-1
pyrrolidine

: 565453-31-8
(adamantan-1-yl-benzyloxycarbonyl-amino)-acetic acid

: 565453-32-9
adamantan-1-yl-(2-oxo-2-pyrrolidin-1-yl-ethyl)-carbamic acid benzyl ester

Guidance literature:: (adamantan-1-yl-benzyloxycarbonyl-amino)-acetic acid; With 4-methyl-morpholine; 1-hydroxybenzotriazol-hydrate; diisopropyl-carbodiimide; In dichloromethane; at 20 ℃; for 0.166667h;

pyrrolidine; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1021/jm030091l

Reference yield:

: 768-94-5
1-Adamantanamine

: 565453-32-9
adamantan-1-yl-(2-oxo-2-pyrrolidin-1-yl-ethyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 83 percent / K₂CO₃ / CH₂Cl₂ / 19.5 h / 0 - 20 °C

2.1: 73.6 percent / K₂CO₃ / CH₂Cl₂ / 19.5 h / 0 - 20 °C

3.1: 92 percent / aq. LiOH / tetrahydrofuran / 22 h / 50 °C

4.1: 1-hydroxybenzotriazole hydrate; N-methylmorpholine; diisopropylcarbodiimide / CH₂Cl₂ / 0.17 h / 20 °C

4.2: 74 percent / CH₂Cl₂ / 18 h / 20 °C

With 4-methyl-morpholine; lithium hydroxide; potassium carbonate; 1-hydroxybenzotriazol-hydrate; diisopropyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm030091l

Reference yield:

: 3716-68-5
ethyl 2-(adamant-1-yl)aminoacetate

: 565453-32-9
adamantan-1-yl-(2-oxo-2-pyrrolidin-1-yl-ethyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 73.6 percent / K₂CO₃ / CH₂Cl₂ / 19.5 h / 0 - 20 °C

2.1: 92 percent / aq. LiOH / tetrahydrofuran / 22 h / 50 °C

3.1: 1-hydroxybenzotriazole hydrate; N-methylmorpholine; diisopropylcarbodiimide / CH₂Cl₂ / 0.17 h / 20 °C

3.2: 74 percent / CH₂Cl₂ / 18 h / 20 °C

With 4-methyl-morpholine; lithium hydroxide; potassium carbonate; 1-hydroxybenzotriazol-hydrate; diisopropyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm030091l