(2S)-2-aminobutyramide

Base Information

• Chemical Name: (2S)-2-aminobutyramide
• CAS No.: 53726-14-0
• Molecular Formula: C4H10N2O
• Molecular Weight: 138.597
• Hs Code.: 2924199090
• European Community (EC) Number: 615-935-5
• UNII: 1LY48BJG06
• DSSTox Substance ID: DTXSID40426720
• Nikkaji Number: J508.306K
• Wikidata: Q76393684
• Mol file: 53726-14-0.mol

Synonyms:(2S)-2-aminobutyramide;7324-11-0;(s)-2-aminobutanamide;143164-46-9;(2S)-2-aminobutanamide;Butanamide, 2-amino-, (2S)-;2-Aminobutanamide, (S)-;1LY48BJG06;UNII-1LY48BJG06;Levetiracetam impurity G [EP];L-alpha-Aminobutyric acid amide;(S)-2-Aminobutyramid;(s)-2-aminobutyramide;SCHEMBL428684;DTXSID40426720;HNNJFUDLLWOVKZ-VKHMYHEASA-N;MFCD00136552;(2S)-2-aminobutyramide, AldrichCPR;AKOS006274147;AS-49437;L-2-Aminobutanamide;(S)-2-Aminobutanamide;A9464;LEVETIRACETAM IMPURITY G [EP IMPURITY];EN300-862086;I10243;A808032;XKV

Chemical Property of (2S)-2-aminobutyramide

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 0.0282mmHg at 25°C
• Refractive Index: 1.468
• Boiling Point: 246 ºC
• PKA: 16.07±0.50(Predicted)
• Flash Point: 102 ºC
• PSA: 69.11000
• Density: 1.027 g/cm³
• LogP: 0.60960
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 102.079312947
• Heavy Atom Count: 7
• Complexity: 72.1

Purity/Quality:

99% ^*data from raw suppliers

2-Aminobutanamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C(=O)N)N
• Isomeric SMILES: CC[C@@H](C(=O)N)N

Technology Process of (2S)-2-aminobutyramide

There total 26 articles about (2S)-2-aminobutyramide 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: 99.6%

L-2-aminobutanamide tartaric acid (868134-59-2) → (S)-2-amino-butanamide hydrochloride (53726-14-0,7682-20-4,141978-61-2)

Guidance literature:

With hydrogenchloride; In water; acetone; at 20 ℃; for 5h; Solvent;

Reference yield: 99.3%

(S)-2-amino-butanamide hydrochloride (53726-14-0,7682-20-4,141978-61-2) → (S)-2-amino-butanamide (7324-11-0,53726-14-0,104652-77-9,143164-46-9)

Guidance literature:

With ammonia; In isopropyl alcohol; at 0 ℃; for 4h; Industrial scale;

Reference yield: 96.18%

DL-2-aminobutanamide (53726-14-0) + L-Tartaric acid (87-69-4,138508-61-9) → (S)-2-amino-butanamide hydrochloride (53726-14-0,7682-20-4,141978-61-2)

Guidance literature:

DL-2-aminobutanamide; L-Tartaric acid; With Glyceraldehyde; In ethanol; at 70 ℃; for 6h; Resolution of racemate;

With hydrogenchloride; In ethanol; water; for 1.5h;

upstream raw materials:

ethyl 2-aminobutyrate

2-aminobutyronitrile

2-chlorobutyramide

2-chlorobutyryl chloride

Downstream raw materials:

Boc-Tyr-Abu-NH₂

levetiracetam

brivaracetam

((2S)-2-[(4S)-2-oxo-4-propyltetrahydro-1H-pyrrol-1-yl]butanamide)

Refernces

• 1、 -. "Preparation method of L-2-aminobutanamide hydrochloride". Paragraph 0020; 0026; 0029; 0035; 0038; 0044. . Retrieved 2021/06/21.
• 2、 -. "Preparation method of (S)-(+)-2-aminobutanamide hydrochloride". Paragraph 0032; 0038-0043; 0049-0054; 0060-0065; 0071-0076. . Retrieved 2020/08/02.