2-(3-Oxocyclopentyl)acetic acid

Base Information

• Chemical Name: 2-(3-Oxocyclopentyl)acetic acid
• CAS No.: 3128-05-0
• Molecular Formula: C7H10O3
• Molecular Weight: 142.1525
• Hs Code.: 2918300090
• European Community (EC) Number: 854-634-5
• NSC Number: 120474
• Mol file: 3128-05-0.mol

Synonyms:2-(3-oxocyclopentyl)acetic acid;3128-05-0;3-Oxo-cyclopentaneacetic acid;NSC120474;3-oxocyclopentyl acetic acid;SCHEMBL2559145;NNTQQGRYWUZPQQ-UHFFFAOYSA-N;AMY26021;CAA63037;MFCD00154377;AKOS006378582;NSC-120474;SB45493;SB45836;AS-41309;CS-0145408;FT-0717779;FT-0773890;EN300-110163;F2147-3720

Chemical Property of 2-(3-Oxocyclopentyl)acetic acid

Chemical Property:

• Vapor Pressure: 8.69E-05mmHg at 25°C
• Boiling Point: 316.5°Cat760mmHg
• PKA: 4.52±0.10(Predicted)
• Flash Point: 159.5°C
• PSA: 54.37000
• Density: 1.21g/cm³
• LogP: 0.83030
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 142.062994177
• Heavy Atom Count: 10
• Complexity: 162

Purity/Quality:

98%, ^*data from raw suppliers

2-(3-OXOCYCLOPENTYL)ACETIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)CC1CC(=O)O
• Uses: 2-(3-Oxocyclopentyl)acetic Acid can be used as HIV integrase inhibitors.

Technology Process of 2-(3-Oxocyclopentyl)acetic acid

There total 16 articles about 2-(3-Oxocyclopentyl)acetic acid 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: 82.0%

3-di(ethoxycarbonyl)methyl-1-cyclopentanone (91766-21-1) → (3-oxo-cyclopentyl)-acetic acid (3128-05-0)

Guidance literature:

With hydrogenchloride; In water; at 90 ℃;

DOI:10.1021/acs.orglett.5b01350

Reference yield: 69.0%

ethyl 2,4-dicarbethoxy-3-oxocyclopentylacetate (92731-03-8) → (3-oxo-cyclopentyl)-acetic acid (3128-05-0)

Guidance literature:

With hydrogenchloride; acetic acid; for 3h; Heating;

Reference yield: 63.0%

2,4-dimethylpent-3-yl 2-(3-oxocyclopentyl)acetate → (3-oxo-cyclopentyl)-acetic acid (3128-05-0)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 19h; Heating;

DOI:10.1248/cpb.52.125

upstream raw materials:

Norbornan-2-on

ethyl 2,4-dicarbethoxy-3-oxocyclopentylacetate

ethyl 5-oxocyclopent-1-en-1-carboxylate

1-(tert-butyldimethylsilyloxy)-1-tert-butoxyethylene

Downstream raw materials:

C₁₃H₁₀ClFN₂O₂

N-(3,4,5-Trimethoxyphenyl)-2-(3-oxocyclopentyl)acetamide

3-formylmethylcyclopentan-1-one

methylester of 3-oxo-cyclopentylacetic acid

Refernces

• 1、 Iguchi, Mayu,Doi, Hirohisa,Hata, Seiji,Tomioka, Kiyoshi. "Chiral ligand-controlled asymmetric conjugate addition of α-trimethylsilanylacetate to acyclic and cyclic enones". . p. 125 - 129. Retrieved 2004.
• 2、 Yang, Wei,Sun, Xianyu,Yu, Wenbo,Rai, Rachita,Deschamps, Jeffrey R.,Mitchell, Lauren A.,Jiang, Chao,Mackerell, Alexander D.,Xue, Fengtian. "Facile Synthesis of Spirocyclic Lactams from β-Keto Carboxylic Acids". . p. 3070 - 3073. Retrieved 2015/06/30.