(S)-2-Amino-3-ethylpentanoic acid

Base Information

• Chemical Name: (S)-2-Amino-3-ethylpentanoic acid
• CAS No.: 14328-49-5
• Molecular Formula: C₇H₁₅NO₂
• Molecular Weight: 145.202
• DSSTox Substance ID: DTXSID20435855
• Nikkaji Number: J2.312.864K
• Mol file: 14328-49-5.mol

Synonyms:(S)-2-Amino-3-ethylpentanoic acid;14328-49-5;(2S)-2-amino-3-ethylpentanoic acid;L-3-Ethylnorvaline;D-beta,beta-Diethylalanine;L-beta,beta-Diethylalanine;3-ethyl-l-norvaline;L-?,?-Diethylalanine;SCHEMBL755924;BDBM18145;L- beta , beta -Diethylalanine;DTXSID20435855;IXLUUORVBOXZGB-LURJTMIESA-N;(S)-2-Amino-3-ethylpentanoicacid;2(S)-Amino-3-ethylpentanoic Acid;L-2-Amino-3-ethyl pentanoic acid;CS-0295922;EN300-312321;F79627;J-007788;J-007792

Chemical Property of (S)-2-Amino-3-ethylpentanoic acid

Chemical Property:

• Melting Point: >300°C
• PSA: 63.32000
• LogP: 1.53480
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Aqueous Acid (Slightly), Methanol (Slightly, Heated), Water (Slightly)
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 145.110278721
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

98.5% ^*data from raw suppliers

L-β,β-Diethylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(CC)C(C(=O)O)N
• Isomeric SMILES: CCC(CC)[C@@H](C(=O)O)N
• Uses: L-β,β-Diethylalanine (cas# 14328-49-5) is a compound useful in organic synthesis.

Technology Process of (S)-2-Amino-3-ethylpentanoic acid

There total 7 articles about (S)-2-Amino-3-ethylpentanoic 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: 79.0%

2(S)-azido-3-ethylpentanoic acid (544437-62-9) → 3-ethyl-L-norvaline (14328-49-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In water; acetic acid; for 20h; under 2068.65 Torr;

DOI:10.1021/jm801252w

Reference yield:

3-ethyl-L-norvalinamide (443991-12-6) → 3-ethyl-L-norvaline (14328-49-5)

Guidance literature:

3-ethyl-L-norvalinamide; With hydrogenchloride; In water; for 24h; Reflux;

In water;

DOI:10.1039/c9ob01823a

Reference yield:

2-Ethylbutyraldehyde (97-96-1) → 3-ethyl-L-norvaline (14328-49-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: methanol; water

2.1: sulfuric acid

3.1: palladium on activated charcoal; hydrogen / methanol / 48 h / 20 °C / 3102.97 Torr

4.1: hydrogenchloride / water / 24 h / Reflux

4.2: solid-phase extraction column, C18-E, 55 μm, 70 ?,Phenomenex, Torrance, CA

With hydrogenchloride; sulfuric acid; palladium on activated charcoal; hydrogen; In methanol; water; 1.1: |Strecker Aminoacid Synthesis;

DOI:10.1039/c9ob01823a

upstream raw materials:

(+/-)-2-Acetylamino-3-aethyl-pentansaeure

2(S)-azido-3-ethylpentanoic acid

3-ethyl-L-norvalinamide

2-Ethylbutyraldehyde

Downstream raw materials:

(S)-2-(benzyloxycarbonylamino)-3-ethylpentanoic acid

Refernces

• 1、 Mayer, Scott C.,Kreft, Anthony F.,Harrison, Boyd,Abou-Gharbia, Magid,Antane, Madelene,Aschmies, Suzan,Atchison, Kevin,Chlenov, Michael,Cole, Derek C.,Comery, Thomas,Diamantidis, George,Ellingboe, John,Fan, Kristi,Galante, Rocco,Gonzales, Cathleen,Ho, Douglas M.,Hoke, Molly E.,Hu, Yun,Huryn, Donna,Jain, Uday,Jin, Mei,Kremer, Kenneth,Kubrak, Dennis,Lin, Melissa,Lu, Peimin,Magolda, Ron,Martone, Robert,Moore, William,Oganesian, Aram,Pangalos, Menelas N.,Porte, Alex,Reinhart, Peter,Resnick, Lynn,Riddell, David R.,Sonnenberg-Reines, June,Stock, Joseph R.,Sun, Shaiu-Ching,Wagner, Erik,Wang, Ting,Woller, Kevin,Xu, Zheng,Zaleska, Margaret M.,Zeldis, Joseph,Zhang, Minsheng,Zhou, Hua,Jacobsen, J. Steven. "Discovery of begacestat, a Notch-1-sparing γ-secretase inhibitor for the treatment of Alzheimer's disease". . p. 7348 - 7351. Retrieved 2008.