L-tert-Leucine

Base Information

• Chemical Name: L-tert-Leucine
• CAS No.: 20859-02-3
• Molecular Formula: C6H13NO2
• Molecular Weight: 131.175
• Hs Code.: 29224999
• Mol file: 20859-02-3.mol

Synonyms:H-Tle-OH;L-tert-Leu-OH;L-tert·Leucine;L-Valine, 3-methyl-;L-tert Leucine;L-tert-Leucine(L-2-Amino-3,3-dimethylbutanoic acid);(s)-2-amino-3,3-dimethylbutanoic acid;

Chemical Property of L-tert-Leucine

Chemical Property:

• Appearance/Colour: white to almost white powder
• Vapor Pressure: 0.0499mmHg at 25°C
• Melting Point: 300 °C
• Refractive Index: -9 ° (C=3, H2O)
• Boiling Point: 217.7 °C at 760 mmHg
• PKA: 2.39±0.12(Predicted)
• Flash Point: 85.5 °C
• PSA: 63.32000
• Density: 1.038 g/cm³
• LogP: 1.14470
• Storage Temp.: Store at RT.
• Solubility.: 1 M HCl: 50 mg/mL
• Water Solubility.: 125.5 g/L (20 ºC)
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 131.094628657
• Heavy Atom Count: 9
• Complexity: 109

Purity/Quality:

≥99.0% ^*data from raw suppliers

L-tert-Leucine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)C(C(=O)[O-])[NH3+]
• Isomeric SMILES: CC(C)(C)[C@@H](C(=O)[O-])[NH3+]
• Description: L-tert-Leucine is an essential amino acid making up one third of our muscle protein. L-tert-leucine is important in developing chiral pharmaceutically active chemicals. It can be used as a food additive. It is used in the formation of sterols. It can also be used as the catalyst in the production of cobalt oxazoline palladacycles complex. It can also be used for the production of Chiral tridentate Schiff base ligands.
• Uses: L-tert-Leucine is an essential amino acid and makes up one third of our muscle protein. It can be used as a food additive. It is used in the formation of sterols. It is used in the production of cobalt oxazoline palladacycles complex, which acts as a catalyst in the rearrangement of prochiral N-aryl trifluoroacetimidates to allylic amides yielded in significantly higher enantioselectivities with the (S)-(pR)-diasteroisomer.

Technology Process of L-tert-Leucine

There total 72 articles about L-tert-Leucine 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: 97.0%

N-tert-butyloxycarbonyl-L-tert-leucine (62965-35-9) → L-tert-Leucine (20859-02-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane;

DOI:10.1016/j.tetasy.2006.07.012

Reference yield: 95.0%

(3S,5S)-3-tert-Butyl-5-phenyl-morpholin-2-one (202347-81-7) → L-tert-Leucine (20859-02-3)

Guidance literature:

With hydrogen; trifluoroacetic acid; palladium dihydroxide; In methanol; water; for 24h; under 3750.3 Torr;

DOI:10.1016/S0957-4166(97)00587-9

Reference yield: 92.0%

(R)-2-amino-3,3-dimethyl-butyric acid amide (319930-78-4) → L-tert-Leucine (20859-02-3)

Guidance literature:

upstream raw materials:

(±)-2-amino-3,3-dimethylbutanamide

L-2-formylamino-3,3-dimethyl-butyric acid

(S)-N-carbobenzoxy-tert-butylleucine

methyl tert-leucinate

Downstream raw materials:

(S)-N-carbobenzoxy-tert-butylleucine

(S)-2-amino-3,3-dimethyl-butyric acid methyl ester

N-tert-butyloxycarbonyl-L-tert-leucine

Z-L-Tle-OtBu

Refernces

Atroposelective Synthesis of Axially Chiral Biaryls by Palladium-Catalyzed Asymmetric C?H Olefination Enabled by a Transient Chiral Auxiliary

10.1002/anie.201701849

The research focuses on the atroposelective synthesis of axially chiral biaryls through palladium-catalyzed asymmetric C-H olefination, utilizing a transient chiral auxiliary, tert-leucine. The strategy offers an efficient and straightforward approach to produce a broad range of enantioenriched biaryls with good yields (up to 98%) and excellent enantioselectivities (95 to >99% ee). The study also explores kinetic resolution of trisubstituted biaryls with sterically demanding substituents, achieving optically active olefinated products with high selectivity (up to >99% ee, s-factor up to 600). Experiments involved the optimization of reaction conditions, screening of chiral amino acids, and evaluating substrate scope. Analyses included 1H NMR spectroscopy for yield determination, HPLC for enantioselectivity measurement, and X-ray analysis for absolute configuration assignment of products.