Cyclopentanecarboxylic acid, 3-amino-4-methylene-, (1S,3S)- (9CI)

Base Information

• Chemical Name: Cyclopentanecarboxylic acid, 3-amino-4-methylene-, (1S,3S)- (9CI)
• CAS No.: 640896-97-5
• Molecular Formula: C₇H₁₁NO₂
• Molecular Weight: 141.17
• Mol file: 640896-97-5.mol

Synonyms:Cyclopentanecarboxylic acid, 3-amino-4-methylene-, (1S,3S)- (9CI)

Chemical Property of Cyclopentanecarboxylic acid, 3-amino-4-methylene-, (1S,3S)- (9CI)

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopentanecarboxylic acid, 3-amino-4-methylene-, (1S,3S)- (9CI)

There total 5 articles about Cyclopentanecarboxylic acid, 3-amino-4-methylene-, (1S,3S)- (9CI) 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:

C7H9NO (1314920-10-9) → 3β-amino-4-methylenylcyclopentane-1β-carboxylic acid (640896-97-5,757942-73-7)

Guidance literature:

With hydrogenchloride; water; In acetic acid; at 70 ℃; for 5h;

Reference yield:

(1S,4S)-6-Methylene-2-aza-bicyclo[2.2.1]heptan-3-one → (1S,3S)-3-amino-4-methylenyl-1-cyclopentanoic acid (640896-97-5,757942-73-7)

Guidance literature:

With hydrogenchloride; acetic acid; at 70 ℃; for 5h;

DOI:10.1021/jm034162s

Reference yield:

(1S,4R)-6-oxo-2-benzyl-2-azabicyclo[2.2.1]heptan-3-one → (1S,3S)-3-amino-4-methylenyl-1-cyclopentanoic acid (640896-97-5,757942-73-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 38 percent / tetrahydrofuran / -30 - 20 °C

2.1: 4-dimethylaminopyridine; trifluoroacetic anhydride / tetrahydrofuran / 3 h / 20 °C

2.2: 86 percent / tetrabutylammonium bromide; potassium fluoride / tetrahydrofuran / 15 h / 50 °C

3.1: Na; liq. NH₃ / tetrahydrofuran; 2-methyl-propan-2-ol / 0.23 h / -78 - -30 °C

4.1: 0.065 g / aq. HCl; acetic acid / 5 h / 70 °C

With hydrogenchloride; dmap; ammonia; sodium; acetic acid; trifluoroacetic anhydride; In tetrahydrofuran; tert-butyl alcohol;

DOI:10.1021/jm034162s

upstream raw materials:

(1S,4R)-6-methylenyl-2-benzyl-2-azabicyclo[2.2.1]heptan-3-one

(1S,4R)-6-exo-trimethylsilylmethyl-6-endo-hydroxy-2-benzyl-2-azabicyclo[2.2.1]heptan-3-one

C₇H₉NO

Refernces

• 1、 Pan, Yue,Qiu, Jian,Silverman, Richard B.. "Design, Synthesis, and Biological Activity of a Difluoro-Substituted, Conformationally Rigid Vigabatrin Analogue as a Potent γ-Aminobutyric Acid Aminotransferase Inhibitor". . p. 5292 - 5293. Retrieved 2007/10/03.