BENZOYL-L-LEUCINE

Base Information

• Chemical Name: BENZOYL-L-LEUCINE
• CAS No.: 1466-83-7
• Molecular Formula: C13H17 N O3
• Molecular Weight: 235.283
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID901316374
• Nikkaji Number: J231.987J
• ChEMBL ID: CHEMBL22902
• Mol file: 1466-83-7.mol

Synonyms:Leucine,N-benzoyl-, L- (6CI,7CI,8CI); Benzoyl-L-leucine; Benzoylleucine; L-Bz-Leucine;L-N-Benzoylleucine; N-Benzoyl-L-leucine; N-Benzoylleucine; NSC 306113

Chemical Property of BENZOYL-L-LEUCINE

Chemical Property:

• Vapor Pressure: 3.26E-09mmHg at 25°C
• Melting Point: 102-103 °C
• Boiling Point: 458.8°Cat760mmHg
• PKA: 3.82±0.10(Predicted)
• Flash Point: 231.3°C
• PSA: 66.40000
• Density: 1.132g/cm³
• LogP: 2.30660
• Solubility.: methanol: soluble50mg/mL, clear, colorless
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 235.12084340
• Heavy Atom Count: 17
• Complexity: 270

Purity/Quality:

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

N-Benzoyl-L-leucine ≥99.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CC(C(=O)O)NC(=O)C1=CC=CC=C1
• Isomeric SMILES: CC(C)C[C@@H](C(=O)O)NC(=O)C1=CC=CC=C1

Technology Process of BENZOYL-L-LEUCINE

There total 46 articles about BENZOYL-L-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: 98.0%

(R)-N-[1-(2-furyl)-3-methylbutyl]benzamide → (R)-2-benzamido-4-methylpentanoic acid (1466-83-7,17966-67-5,57357-55-8)

Guidance literature:

With sodium periodate; ruthenium trichloride hydrate; In tetrachloromethane; water; acetonitrile; at 20 ℃; optical yield given as %ee;

DOI:10.1016/j.tetlet.2009.05.008

Reference yield: 87.0%

carbon monoxide (201230-82-2) + benzamide (55-21-0,27208-38-4) + isovaleraldehyde (590-86-3) → N-benzoyl-DL-leucine (1466-83-7,17966-67-5,57357-55-8)

Guidance literature:

With sulfuric acid; lithium bromide; bis(triphenylphosphine)palladium dibromide; In various solvent(s); at 120 ℃; for 12h; under 45003.6 Torr;

DOI:10.1002/anie.199714941

Reference yield: 85.0%

benzoyl chloride (98-88-4) + LEUCINE (328-39-2,21675-61-6,25248-98-0,70-45-1) → N-benzoyl-DL-leucine (1466-83-7,17966-67-5,57357-55-8)

Guidance literature:

With sodium hydroxide; In water; acetonitrile; at 0 ℃; for 2h;

DOI:10.1021/ja510603w

upstream raw materials:

L-leucine

benzoyl chloride

LEUCINE

benzoic acid

Downstream raw materials:

N-benzoyl-L-leucine methyl ester

N-benzoyl-L-leucine anilide

L-leucine

(R)-2-benzamido-4-methylpentanoic acid

Refernces

• 1、 Zhang, Jinchao,Zhang, Fangfang,Wang, Liwei,Du, Jianlong,Wang, Shuxiang,Li, Shenghui. "Synthesis, characterization, and cytotoxicity of complexes of platinum(u) with 2,2'-bipyridine and N-benzoyl-L-amino acid dianion". . p. 2159 - 2169. Retrieved 2012.
• 2、 Arfan, M.,Fatima, T.,Mannan, A.,Tahira, A.. "A Facile Approach to the Synthesis of Benzothiazoles from N-Protected Amino Acids". . p. 292 - 297. Retrieved 2020/04/21.
• 3、 Xie, Lihua,Dong, Shunxi,Zhang, Qian,Feng, Xiaoming,Liu, Xiaohua. "Asymmetric construction of dihydrobenzofuran-2,5-dione derivatives via desymmetrization of p-quinols with azlactones". supporting information. p. 87 - 90. Retrieved 2019/01/03.