(3S)-3-aminobutanoic acid

Base Information

• Chemical Name: (3S)-3-aminobutanoic acid
• CAS No.: 3775-72-2
• Molecular Formula: C4H9NO2
• Molecular Weight: 103.121
• Hs Code.: 2922499990
• European Community (EC) Number: 692-522-6
• DSSTox Substance ID: DTXSID40375805
• Nikkaji Number: J57.536D
• Wikidata: Q27458198
• Mol file: 3775-72-2.mol

Synonyms:(S)-3-Aminobutanoic acid;3775-72-2;(S)-3-AMINOBUTYRIC ACID;(3S)-3-aminobutanoic acid;L-3-aminobutyric acid;Butanoic acid, 3-amino-, (3S)-;(S)-HOMO-BETA-ALANINE;(S)-3-Aminobutanoicacid;MFCD00270347;L-BETA-HOMOALANINE;(S)-beta-homoalanine;H--HoAla-OHHCl;(S)-3-Amino-butyric acid;(S)-3-Methyl-beta-alanine;SCHEMBL287881;(S)-3-(Z-amino)butyric acid;(S)-(-)-3-Aminobutyric acid;DTXSID40375805;OQEBBZSWEGYTPG-VKHMYHEASA-N;(S)-3-Aminobutyric acid, 97%;AKOS015995190;DS-12311;A6438;AM20100008;CS-0031371;EN300-60249;3-Amino-butyric acid;A-5260;Q27458198;4C922626-4E14-40D6-A23E-169F8ACA50F8

Chemical Property of (3S)-3-aminobutanoic acid

Chemical Property:

• Appearance/Colour: A white, powdery solid with sour smell.
• Melting Point: 229-231°C
• Boiling Point: 223.6 °C at 760 mmHg
• PKA: 3.67±0.12(Predicted)
• Flash Point: 89 °C
• PSA: 63.32000
• Density: 1.105 g/cm³
• LogP: 0.50860
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in water
• XLogP3: -3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 103.063328530
• Heavy Atom Count: 7
• Complexity: 72.1

Purity/Quality:

98% ^*data from raw suppliers

(S)-3-AminobutanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (3S)-3-aminobutanoic acid

There total 13 articles about (3S)-3-aminobutanoic 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: 43.0%

ethyl 3-butanamidobutanoate → L-3-aminobutyric acid (3775-72-2) + (R)-3-aminobutanoic acid (3775-73-3) + (R)-3-butanamidobutanoic acid (1379442-82-6) + (S)-3-butanamidobutanoic acid (1270112-24-7) + (S)-ethyl 3-aminobutyrate (5303-65-1,22657-48-3,69677-12-9,115880-49-4) + ethyl 3-(R)-methyl-β-alanine (5303-65-1,22657-48-3,69677-12-9,115880-49-4) + ethyl (R)-3-butanamidobutanoate + ethyl (S)-3-butanamidobutanate

Guidance literature:

With lipase A from Candida antarctica (Cat#NZL-101-IMB) from Biocatalytics; at 20 ℃; for 24h; pH=7.5; optical yield given as %ee; enantioselective reaction; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1039/b920939p

Reference yield:

cyclombandakamine A1 → L-alanin (56-41-7,25191-17-7,18875-37-1) + D-Alanine (338-69-2,25191-17-7,18875-37-1) + L-3-aminobutyric acid (3775-72-2) + (R)-3-aminobutanoic acid (3775-73-3) + N-methylalanine (3913-67-5) + N-methyl-D-alanine (29475-64-7) + (S)-3-(N-methylamino)butanoic acid + (R)-N-methyl-3-aminobutyric acid

Guidance literature:

With hydrogenchloride; (R)-methoxytrifluoromethylphenylacetyl chloride; In methanol; water;

DOI:10.1021/acs.orglett.7b00209

Reference yield:

cyclombandakamine A2 → L-alanin (56-41-7,25191-17-7,18875-37-1) + D-Alanine (338-69-2,25191-17-7,18875-37-1) + L-3-aminobutyric acid (3775-72-2) + (R)-3-aminobutanoic acid (3775-73-3) + N-methylalanine (3913-67-5) + N-methyl-D-alanine (29475-64-7) + (S)-3-(N-methylamino)butanoic acid + (R)-N-methyl-3-aminobutyric acid

Guidance literature:

With hydrogenchloride; (R)-methoxytrifluoromethylphenylacetyl chloride; In methanol; water;

DOI:10.1021/acs.orglett.7b00209

upstream raw materials:

(S)-methyl 3-aminobutanoate

crotonic acid methyl ester

L-threonine

sec-butylamine hydrochloride

Downstream raw materials:

(S)-methyl 3-aminobutanoate

(S)-3-aminobutanoic acid methyl ester hydrochloride

(S)-ethyl 3-((tert-butoxycarbonyl)amino)butanoate

Refernces

• 1、 Fayez, Shaimaa,Feineis, Doris,Aké Assi, Laurent,Kaiser, Marcel,Brun, Reto,Awale, Suresh,Bringmann, Gerhard. "Ancistrobrevines E-J and related naphthylisoquinoline alkaloids from the West African liana Ancistrocladus abbreviatus with inhibitory activities against Plasmodium falciparum and PANC-1 human pancreatic cancer cells". . p. 245 - 259. Retrieved 2018/11/23.
• 2、 -. "METHOD FOR OBTAINING OPTICALLY PURE AMINO ACIDS". Page/Page column 7. . Retrieved 2012/02/01.