(s)-3-Amino-4-methylpentanoic acid

Base Information

• Chemical Name: (s)-3-Amino-4-methylpentanoic acid
• CAS No.: 40469-85-0
• Molecular Formula: C₆H₁₃NO₂
• Molecular Weight: 131.175
• Hs Code.: 2922499990
• European Community (EC) Number: 676-196-2
• Nikkaji Number: J353.122H
• Wikidata: Q27159040
• Metabolomics Workbench ID: 38379
• Mol file: 40469-85-0.mol

Synonyms:(s)-3-amino-4-methylpentanoic acid;40469-85-0;(s)-homo-beta-valine;(3S)-3-amino-4-methylpentanoic acid;(S)-beta-Homovaline;(s)-3-amino-4-methyl-pentanoic acid;(3S)-beta-leucine;L-beta-Leucine;Pentanoic acid, 3-amino-4-methyl-, (3S)-;b-leucine;MFCD01076233;(S)-homo-beta-val;SCHEMBL61005;CHEBI:86261;GLUJNGJDHCTUJY-YFKPBYRVSA-N;beta-2-Amino-4-methylvaleric acid;(S)-3-Amino-4-methylpentanoicacid;AKOS016842471;CS-W005787;DS-18134;EN300-816456;(S)-3-amino-4-methyl-pentanoic acid, AldrichCPR;Q27159040;(R)-3-amino-4-methylpentanoic acid;(S)-HOMO-BETA-VALINE

Chemical Property of (s)-3-Amino-4-methylpentanoic acid

Chemical Property:

• Appearance/Colour: white fine crystalline powder
• Vapor Pressure: 0.0212mmHg at 25°C
• Melting Point: 202-210℃ (decomposition)
• Refractive Index: 1.462
• Boiling Point: 232 °C at 760 mmHg
• PKA: 3.81±0.10(Predicted)
• Flash Point: 94.1 °C
• PSA: 63.32000
• Density: 1.035 g/cm³
• LogP: 1.14470
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 131.094628657
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

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

(S)-3-amino-4-methylpentanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (s)-3-Amino-4-methylpentanoic acid

There total 16 articles about (s)-3-Amino-4-methylpentanoic 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: 60.0%

(R)-3-((S)-2-Methoxymethyl-pyrrolidin-1-ylamino)-4-methyl-pentanoic acid tert-butyl ester → (R)-3-amino-4-methylpentanoic acid (5699-54-7,37631-91-7,40469-85-0,75992-50-6)

Guidance literature:

With hydrogen; nickel; In water; under 7.5 - 9.5 Torr; Heating;

Reference yield: 46.0%

N-PhAc-β-leucine → (3S)-4-methyl-3-phenylacetamidopentanoic acid + (R)-3-amino-4-methylpentanoic acid (5699-54-7,37631-91-7,40469-85-0,75992-50-6)

Guidance literature:

With sodium hydroxide; water; In isopropyl alcohol; at 28 ℃; for 24h; pH=8; Resolution of racemate; Enzymatic reaction;

Reference yield:

N-PhAc-β-leucine → (R)-3-amino-4-methylpentanoic acid (5699-54-7,37631-91-7,40469-85-0,75992-50-6)

Guidance literature:

With penicillin G acylase from Achromobacter sp. CCM 4824; water; at 30 ℃; pH=7; Reagent/catalyst; enantioselective reaction; Enzymatic reaction;

DOI:10.1016/j.molcatb.2015.09.008

upstream raw materials:

methyl (3S)-3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-methylpentanoate

(3R)-3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-methylpentanoic acid

L-leucine

(R)-3-<(tert-butoxycarbonyl)amino>-4-methylpentanenitrile

Downstream raw materials:

methyl (R)-4-<(benzyloxycarbonyl)amino>-5-methyl-2-oxohexanoate

methyl (2R,4R)-4-<(benzyloxycarbonyl)amino>-2-hydroxy-5-methylhexanoate

1-((R)-1-((((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)(methyl)amino)-4-methylpentan-3-yl)-3-(4-(tert-butyl)phenyl)urea

benzyl((R)-1-((((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)(methyl)amino)-4-methylpentan-3-yl)carbamate

Refernces

• 1、 -. "METHOD FOR OBTAINING OPTICALLY PURE AMINO ACIDS". Page/Page column 7. . Retrieved 2012/02/01.
• 2、 Diez-Martinez, Alba,Tejero, Tomas,Merino, Pedro. "Experimental and theoretical studies on Mannich-type reactions of chiral non-racemic N-(benzyloxyethyl) nitrones". experimental part. p. 2934 - 2943. Retrieved 2011/03/19.