(S)-3-Amino-5-methyl-hexanoic acid

Base Information

• Chemical Name: (S)-3-Amino-5-methyl-hexanoic acid
• CAS No.: 22818-43-5
• Molecular Formula: C7H15NO2
• Molecular Weight: 145.202
• Hs Code.: 2922499990
• European Community (EC) Number: 674-652-5
• DSSTox Substance ID: DTXSID70375813
• Nikkaji Number: J56.563F
• Wikidata: Q27458201
• Mol file: 22818-43-5.mol

Synonyms:22818-43-5;(S)-3-Amino-5-methyl-hexanoic acid;(S)-3-amino-5-methylhexanoic acid;(3S)-3-amino-5-methylhexanoic acid;l-beta-homoleucine;beta-homoleucine;MFCD01076258;(S)-3-Amino-5-methylhexanoicacid;h-leu-(c*ch2)oh;(3s)-3-amino-5-methyl-hexanoic acid;(S)-beta-3-homoleucine;H-Leu-(C#CH2)OH;SCHEMBL288273;DTXSID70375813;CHEBI:177031;AMY14352;AKOS006282080;AC-6714;DS-13377;A4855;CS-0036492;EN300-816450;J-800385;Q27458201;(S)-3-AMINO-5-METHYL-HEXANOIC ACID

Chemical Property of (S)-3-Amino-5-methyl-hexanoic acid

Chemical Property:

• Appearance/Colour: white crystals
• Vapor Pressure: 0.00744mmHg at 25°C
• Melting Point: 222-224 °C
• Refractive Index: 1.463
• Boiling Point: 249.115 °C at 760 mmHg
• PKA: 3.81±0.10(Predicted)
• Flash Point: 104.461 °C
• PSA: 63.32000
• Density: 1.014 g/cm³
• LogP: 1.53480
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 145.110278721
• Heavy Atom Count: 10
• Complexity: 112

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-3-Amino-5-methylhexanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-3-Amino-5-methyl-hexanoic acid

There total 35 articles about (S)-3-Amino-5-methyl-hexanoic 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: 95.0%

(S)-3-benzoylamino-5-methylhexanoic acid ethyl ester → (S)-3-amino-5-methylhexanoic acid (22818-43-5,131725-47-8)

Guidance literature:

With hydrogenchloride; In water; for 3h; Reflux;

Reference yield: 92.0%

1,1-dimethylethyl (3S)-3-amino-5-methylhexanoate (166023-30-9) → (S)-3-amino-5-methylhexanoic acid (22818-43-5,131725-47-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1016/j.tetasy.2007.06.008

Reference yield: 91.0%

(S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-5-methylhexanoic acid (193887-44-4,1335042-37-9,212688-54-5) → (S)-3-amino-5-methylhexanoic acid (22818-43-5,131725-47-8) + 9-methylene-fluorene (4425-82-5)

Guidance literature:

With dimethyl sulfoxide; at 120 ℃; for 0.25h; Microwave irradiation;

DOI:10.2533/chimia.2010.200

upstream raw materials:

L-3-Diacetylamino-5-methyl-capronsaeure-aethylester

(3S)-N-(4-methylbenzene)-1-sulfonoamido-5-methylhexanoic acid

(S)-(-)-methyl 3-acetamido-5-methylhexanoate

N-Benzyloxycarbonyl-L-Homoleucine

Downstream raw materials:

(S)-3-benzyl-6-isobutyl-dihydro-pyrimidine-2,4-dione

(S)-3-(N'-benzyl-ureido)-5-methyl-hexanoic acid ethyl ester

(S)-5-methyl-3-(N'-phenyl-ureido)-hexanoic acid ethyl ester

(S)-3-(2,4-Dinitro-phenylamino)-5-methyl-hexanoic acid (4-methoxy-phenyl)-amide

Refernces

• 1、 Grulich, Michal,Brezovsky, Jan,?těpánek, Václav,Palyzová, Andrea,Kyslíková, Eva,Kyslík, Pavel. "Resolution of α/β-amino acids by enantioselective penicillin G acylase from Achromobacter sp.". . p. 240 - 247. Retrieved 2015/10/28.
• 2、 -. "METHOD FOR OBTAINING OPTICALLY PURE AMINO ACIDS". Page/Page column 10-11. . Retrieved 2012/02/14.