N-Benzyl-L-leucinamide

Base Information

• Chemical Name: N-Benzyl-L-leucinamide
• CAS No.: 80152-39-2
• Molecular Formula: C13H20N2O
• Molecular Weight: 220.315
• DSSTox Substance ID: DTXSID40551228
• Nikkaji Number: J1.916.788G
• Wikidata: Q82430773
• Mol file: 80152-39-2.mol

Synonyms:80152-39-2;N-Benzyl-L-leucinamide;L-leucine N-benzylamide;N-benzyl-l-leucine-amide;SCHEMBL1792751;DTXSID40551228;LFEKGCDQYKTXGA-LBPRGKRZSA-N;(S)-2-Amino-N-benzyl-4-methylpentanamide

Chemical Property of N-Benzyl-L-leucinamide

Chemical Property:

• PSA: 58.61000
• LogP: 3.21680
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 220.157563266
• Heavy Atom Count: 16
• Complexity: 210

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)NCC1=CC=CC=C1)N
• Isomeric SMILES: CC(C)C[C@@H](C(=O)NCC1=CC=CC=C1)N

Technology Process of N-Benzyl-L-leucinamide

There total 21 articles about N-Benzyl-L-leucinamide 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: 93.0%

1-benzyloxycarbamoyl-3-methyl-butyl-carbamic acid tert-butyl ester (118283-03-7,101669-45-8) → (S)-2-amino-N-benzyl-4-methylpentanamide (80152-39-2)

Guidance literature:

With hydrogenchloride; In ethyl acetate; for 2h; Ambient temperature;

DOI:10.1016/0223-5234(92)90018-V

Reference yield: 83.0%

C22H28N2O3 → (S)-2-amino-N-benzyl-4-methylpentanamide (80152-39-2)

Guidance literature:

With hydrogen bromide; acetic acid; at 20 ℃; Schlenk technique;

DOI:10.1016/j.tet.2012.11.025

Reference yield: 83.0%

(2S)-2-benzyloxycarbonylamino-4-methyl-pentanoic acid benzylamide (28117-45-5) → (S)-2-amino-N-benzyl-4-methylpentanamide (80152-39-2)

Guidance literature:

With hydrogen bromide; In acetic acid; at 20 ℃; Schlenk technique;

DOI:10.1039/c6ob01878e

upstream raw materials:

1-benzyloxycarbamoyl-3-methyl-butyl-carbamic acid tert-butyl ester

(2S)-2-benzyloxycarbonylamino-4-methyl-pentanoic acid benzylamide

diazomethane

benzylamine

Downstream raw materials:

SDZ 282311

N-((2S,3S)-3-trans-ethoxycarbonyloxiran-2-carbonyl)-L-leucine benzyl amide

(S)-N-benzyl-2-(1H-imidazol-1-yl)-4-methylpentanamide

1-[(1S)-1-(benzylcarbamoyl)-3-methylbutyl]-3-butyl-1H-imidazol-3-ium triflamide

Refernces

• 1、 Sabatini, Marco T.,Karaluka, Valerija,Lanigan, Rachel M.,Boulton, Lee T.,Badland, Matthew,Sheppard, Tom D.. "Protecting-Group-Free Amidation of Amino Acids using Lewis Acid Catalysts". supporting information. p. 7033 - 7043. Retrieved 2018/05/04.
• 2、 Escorihuela, Jorge,Altava, Belen,Burguete, M. Isabel,Luis, Santiago V.. "C2 symmetrical nickel complexes derived from α-amino amides as efficient catalysts for the enantioselective addition of dialkylzinc reagents to aldehydes". . p. 551 - 558. Retrieved 2013/07/27.