2-Benzamido-4-methylpentanoic acid

Base Information

• Chemical Name: 2-Benzamido-4-methylpentanoic acid
• CAS No.: 17966-67-5
• Molecular Formula: C₁₃H₁₇NO₃
• Molecular Weight: 235.283
• NSC Number: 306113,164029
• DSSTox Substance ID: DTXSID801315078
• Nikkaji Number: J995.568B
• ChEMBL ID: CHEMBL1205692
• Mol file: 17966-67-5.mol

Synonyms:Benzoyl-dl-leucine;17966-67-5;2-benzamido-4-methylpentanoic acid;Bz-DL-Leu-OH;n-benzoyl-leucine;N-Benzoyl-dl-leucine;MFCD00038295;N-(phenylcarbonyl)leucine;N-Benzoylleucine;(2S)-2-benzamido-4-methylpentanoic acid;Leucine,N-benzoyl-;N-Benzoylleucine #;NSC306113;4-methyl-2-(phenylformamido)pentanoic acid;Oprea1_542312;SCHEMBL2158906;CHEMBL1205692;2-benzamido-4-methyl-valeric acid;DTXSID801315078;BBL037043;NSC164029;STK174572;AKOS000127089;AKOS016844051;2-(Benzoylamino)-4-methylvaleric acid;HY-W142019;NSC-164029;NSC-306113;AS-56405;Pentanoic acid, 2-benzoylamino-4-methyl-;B0206;CS-0201805;FT-0752476;D88612

Chemical Property of 2-Benzamido-4-methylpentanoic acid

Chemical Property:

• Vapor Pressure: 3.26E-09mmHg at 25°C
• Melting Point: 141-142 °C
• Refractive Index: 1.533
• Boiling Point: 458.8 °C at 760 mmHg
• Flash Point: 231.3 °C
• PSA: 66.40000
• Density: 1.132 g/cm³
• LogP: 2.30660
• Storage Temp.: −20°C
• Solubility.: soluble in Methanol
• 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

Benzoyl-DL-leucine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)O)NC(=O)C1=CC=CC=C1

Technology Process of 2-Benzamido-4-methylpentanoic acid

There total 21 articles about 2-Benzamido-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: 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:

L-leucine

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

N-((R)-2-Benzoylamino-4-methyl-pentanoyloxy)-4-chloro-benzamide

DL-(benzoylleucyl)glycine ethyl ester

Refernces

• 1、 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.
• 2、 Teegardin, Kip A.,Gotcher, Lacey,Weaver, Jimmie D.. "Formation of Non-Natural α,α-Disubstituted Amino Esters via Catalytic Michael Addition". supporting information. p. 7239 - 7244. Retrieved 2018/11/25.