Cyclopentanecarboxylic acid, 2-amino-, ethyl ester

Base Information

• Chemical Name: Cyclopentanecarboxylic acid, 2-amino-, ethyl ester
• CAS No.: 38052-23-2
• Molecular Formula: C₈H₁₅NO₂
• Molecular Weight: 157.213
• Hs Code.: 2922499990
• Mol file: 38052-23-2.mol

Synonyms:Cyclopentanecarboxylic acid, 2-amino-, ethyl ester;ethyl 2-aMinocyclopentanecarboxylate

Chemical Property of Cyclopentanecarboxylic acid, 2-amino-, ethyl ester

Chemical Property:

• Boiling Point: 213.4±33.0 °C(Predicted)
• PKA: 10.10±0.40(Predicted)
• PSA: 52.32000
• Density: 1.045±0.06 g/cm3(Predicted)
• LogP: 1.37720
• Storage Temp.: 2-8°C

Purity/Quality:

≥99% ^*data from raw suppliers

Ethyl2-aminocyclopentanecarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopentanecarboxylic acid, 2-amino-, ethyl ester

There total 10 articles about Cyclopentanecarboxylic acid, 2-amino-, ethyl 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: 79.0%

ethyl 2-((4-methoxyphenyl)amino)cyclopentanecarboxylate → ethyl cis-2-amino-1-cyclopentane-carboxylate (38052-23-2,114745-45-8,114745-46-9,1609100-30-2,752181-59-2)

Guidance literature:

With ammonium cerium (IV) nitrate; sulfuric acid; In water; acetonitrile; at 0 ℃; for 1h;

DOI:10.1021/acs.orglett.8b00904

Reference yield: 75.0%

ethyl (1R,2R)-2-((4-nitrophenyl)sulfonamido)cyclopentane-1-carboxylate → ethyl (1R,2R)-2-aminocyclopentane-1-carboxylate (38052-23-2,114745-45-8,114745-46-9,1609100-30-2,752181-59-2)

Guidance literature:

With thiophenol; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 72h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00711

Reference yield:

ethanol (64-17-5) + cis-2-aza-3-oxobicyclo<3.2.0>heptane (22031-52-3,39155-94-7,39155-95-8,83151-31-9) → ethyl cis-2-amino-1-cyclopentane-carboxylate (38052-23-2,114745-45-8,114745-46-9,1609100-30-2,752181-59-2)

Guidance literature:

With thionyl chloride; at -30 - 25 ℃; for 12h;

upstream raw materials:

2-aza-3-oxobicyclo<3.2.0>heptane

ethanol

2-benzylamino-cyclopentanecarboxylic acid ethyl ester

ethyl 2-amino-1-cyclopentene-1-carboxylate

Downstream raw materials:

ethyl (1R,2S)-2-aminocyclopentane-1-carboxylate

ethyl trans-2-isothiocyanato-1-cyclopentanecarboxylate

ethyl cis-2-isothiocyanato-1-cyclopentanecarboxylate

Ethyl trans-2-(N-Benzylamino)cyclopentanecarboxylate

Refernces

• 1、 White, Dawn H.,Noble, Adam,Booker-Milburn, Kevin I.,Aggarwal, Varinder K.. "Diastereoselective Photoredox-Catalyzed [3 + 2] Cycloadditions of N-Sulfonyl Cyclopropylamines with Electron-Deficient Olefins". supporting information. p. 3038 - 3042. Retrieved 2021/05/04.
• 2、 He, Tian,Gao, Wen-Chao,Wang, Wei-Kun,Zhang, Chi. "Synthesis of oxazolidin-2-ones and imidazolidin-2-ones directly from 1,3-diols or 3-amino alcohols using iodobenzene dichloride and sodium azide". supporting information. p. 1113 - 1118. Retrieved 2014/04/03.