3-Aminopentanoic acid ethyl ester

Base Information

• Chemical Name: 3-Aminopentanoic acid ethyl ester
• CAS No.: 142342-74-3
• Molecular Formula: C7H15 N O2
• Molecular Weight: 145.2
• DSSTox Substance ID: DTXSID10462190
• Mol file: 142342-74-3.mol

Synonyms:Ethyl 3-aminopentanoate;3-aminopentanoic acid ethyl ester;(R)-3-AMINOVALERIC ACID ETHYL ESTER;(S)-3-Aminovalericacidethylester;78221-21-3;142342-74-3;470707-09-6;3-aminopentanoicacidethylester;SCHEMBL3989219;DTXSID10462190;AKOS017515780;EN300-864644

Chemical Property of 3-Aminopentanoic acid ethyl ester

Chemical Property:

• PSA: 52.32000
• LogP: 1.37720
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 145.110278721
• Heavy Atom Count: 10
• Complexity: 104

Purity/Quality:

97% ^*data from raw suppliers

(R)-3-AMINOVALERIC ACIDETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(CC(=O)OCC)N

Technology Process of 3-Aminopentanoic acid ethyl ester

There total 4 articles about 3-Aminopentanoic acid 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:

3-[Benzyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-pentanoic acid ethyl ester (142342-62-9,142342-70-9) → (R)-3-amino-valeric acid ethyl ester (142342-74-3) + (S)-3-Amino-pentanoic acid ethyl ester (470707-09-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; under 6750.5 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1016/S0040-4039(00)78889-7

Reference yield:

butyl butyrate (109-21-7) + 3-aminopentanoic acid ethyl ester (78221-21-3) → (R)-3-amino-valeric acid ethyl ester (142342-74-3) + (S)-3-Amino-pentanoic acid ethyl ester (470707-09-6) + (R)-3-Amino-pentanoic acid butyl ester + (R)-3-Butyrylamino-pentanoic acid butyl ester

Guidance literature:

With Candida antarctica lipase B; at 20 ℃; for 0.75h; Further byproducts given; Enzymatic reaction;

DOI:10.1139/v02-015

Reference yield:

3-aminopentanoic acid (18664-78-3) → (R)-3-amino-valeric acid ethyl ester (142342-74-3)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂

2: Candida antarctica lipase B / 0.75 h / 20 °C / Enzymatic reaction

With Candida antarctica lipase B; thionyl chloride;

DOI:10.1139/v02-015

upstream raw materials:

3-[Benzyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-pentanoic acid ethyl ester

butyl butyrate

3-aminopentanoic acid ethyl ester

3-aminopentanoic acid

Downstream raw materials:

(R)-3-[4-(trifluoromethyl)phenylamino]-pentanoic acid

Refernces

• 1、 Gedey, Szilvia,Liljeblad, Arto,Lazar, Laszlo,Fueloep, Ferenc,Kanerva, Liisa T.. "Structural effects on chemo- and enantioselectivity of Candida antarctica lipase B - Resolution of β-amino esters". . p. 565 - 570. Retrieved 2007/10/03.