L-Leucic acid

Base Information

• Chemical Name: L-Leucic acid
• CAS No.: 13748-90-8
• Deprecated CAS: 1670273-87-6
• Molecular Formula: C6H12O3
• Molecular Weight: 132.159
• Hs Code.: 29181990
• European Community (EC) Number: 237-329-6
• NSC Number: 152493
• UNII: 6B33FPI2OZ
• DSSTox Substance ID: DTXSID80884643
• Nikkaji Number: J84.592B
• Wikidata: Q27104531
• Metabolomics Workbench ID: 1518
• Mol file: 13748-90-8.mol

Synonyms:L-Leucic acid;13748-90-8;(S)-2-hydroxy-4-methylpentanoic acid;(S)-leucic acid;(2S)-2-hydroxy-4-methylpentanoic acid;Pentanoic acid, 2-hydroxy-4-methyl-, (2S)-;Leucic acid, L-;hydroxyisocaproic acid;L-2-Hydroxy-4-methylvaleric acid;(S)-(-)-2-Hydroxyisocaproic acid;(S)-2-Hydroxy-4-methylvaleric Acid;L-2-hydroxyisocaproic acid;L-alpha-HYDROXYISOCAPROIC ACID;(S)-2-hydroxyisocaproic acid;(+)-2-hydroxyisocaproic acid;hydroxy-isocaproic acid;6B33FPI2OZ;L-.alpha.-Hydroxyisocaproic acid;(+)-alpha-Hydroxyisocaproic acid;2S-hydroxy-4-methyl-pentanoic acid;EINECS 237-329-6;NSC-152493;(2S)-2-Hydroxy-4-methyl-pentanoic acid;MFCD00064214;Hydroxyisocaproate;L-Leucate;(S)-Leucate;Valeric acid, L-;S-2-Hydroxy-4-methylpentanoic acid;Pentanoic acid, 2-hydroxy-4-methyl-, (S)-;L-a-Hydroxyisocaproate;L-2-Hydroxyisocaproate;(+)-a-Hydroxyisocaproate;L-alpha-Hydroxyisocaproate;(S)-2-Hydroxyisocaproate;L-a-Hydroxyisocaproic acid;(+)-2-Hydroxyisocaproate;UNII-6B33FPI2OZ;Valeric acid, L-(+)-;(+)-alpha-Hydroxyisocaproate;LEUCIC ACID, (S)-;(+)-a-Hydroxyisocaproic acid;SCHEMBL361589;L-2-Hydroxy-4-methylvalerate;LEUCIC ACID, (+)-;S-2-Hydroxy-4-methylpentanoate;CHEBI:44510;DTXSID80884643;(2S)-2-hydroxy-4-methylpentanoate;(S)-(?)-2-Hydroxyisocaproic acid;(S)-2-hydroxy-4-methyl-Pentanoate;L-2-Hydroxy-4-methylpentanoic acid;(2S)-2-hydroxy-4methylvaleric acid;(S)-2-hydroxy-4-methylpentanoicacid;LMFA01050408;NSC152493;s6046;(2S)-2-hydroxy-4-methylvaleric acid;AKOS016843434;NSC 152493;(S)-2-hydroxy-4-methyl-Pentanoic acid;DS-16256;HY-30215;(+)-.ALPHA.-HYDROXYISOCAPROIC ACID;(S)-(-)-2-Hydroxyisocaproic acid, 98%;CS-0000169;L0026;Pentanoic acid,2-hydroxy-4-methyl-,(2S)-;EN300-207344;F14883;J-007028;J-521650;Q27104531;Z1205493588

Chemical Property of L-Leucic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00324mmHg at 25°C
• Melting Point: 78-80 °C(lit.)
• Refractive Index: 1.457
• Boiling Point: 251.314 °C at 760 mmHg
• PKA: 3.86±0.21(Predicted)
• Flash Point: 120.052 °C
• PSA: 57.53000
• Density: 1.097 g/cm³
• LogP: 0.47800
• Storage Temp.: -15°C
• Solubility.: Aqueous Base (Slightly), DMSO (Sparingly), Water (Slightly)
• Water Solubility.: almost transparency
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 132.078644241
• Heavy Atom Count: 9
• Complexity: 98.5

Purity/Quality:

97% ^*data from raw suppliers

Leucic Acid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)O)O
• Isomeric SMILES: CC(C)C[C@@H](C(=O)O)O
• Uses: L-Leucic Acid is a reagent in the synthesis of cryptophycins based macrocyclic depsipeptides which are used as tubulin inhibitors.

Technology Process of L-Leucic acid

There total 24 articles about L-Leucic 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: 89.0%

L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) → (S)-2-hydroxyl-3,3-dimethylbutyric acid (13748-90-8,498-36-2)

Guidance literature:

With sulfuric acid; water; sodium nitrite; at 60 ℃; Flow reactor;

DOI:10.1021/ol301930h

Reference yield: 81.0%

L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) → 4-methyl-2-oxopentanoic acid (816-66-0) + (S)-2-hydroxyl-3,3-dimethylbutyric acid (13748-90-8,498-36-2)

Guidance literature:

With formate dehydrogenase; oxygen; ammonium formate; NADH; In aq. phosphate buffer; at 21 ℃; for 7h; under 750.075 Torr; pH=7; Concentration; stereoselective reaction; Enzymatic reaction;

DOI:10.1002/chem.201403195

Reference yield: 72.0%

[(1R,2S)-2-((S)-1-Cyano-3-methyl-butoxy)-1-methyl-2-phenyl-ethyl]-trimethyl-ammonium; iodide → (S)-2-hydroxyl-3,3-dimethylbutyric acid (13748-90-8,498-36-2)

Guidance literature:

With hydrogenchloride; at 60 ℃; for 6h;

DOI:10.1016/S0040-4039(00)61422-3

upstream raw materials:

L-leucine

LEUCINE

L-α-Aminooxy-γ-methyl-pentansaeure-(1)

4-methyl-2-oxopentanoic acid

Downstream raw materials:

isovaleraldehyde

ethyl (S)-2-hydroxy-4-methylpentanoate

(S)-(-)-4-methyl-1,2-pentanediol

benzyl (2S)-2-hydroxy-4-methylpentanoate