L-Leucine 4-nitrobenzyl ester

Base Information

• Chemical Name: L-Leucine 4-nitrobenzyl ester
• CAS No.: 21691-57-6
• Molecular Formula: C13H18N2O4
• Molecular Weight: 266.297
• DSSTox Substance ID: DTXSID601282683
• Nikkaji Number: J1.058.862F
• Mol file: 21691-57-6.mol

Synonyms:L-Leucine 4-nitrobenzyl ester;SCHEMBL12214491;DTXSID601282683;L-Leucine, (4-nitrophenyl)methyl ester;21691-57-6

Chemical Property of L-Leucine 4-nitrobenzyl ester

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 266.12665706
• Heavy Atom Count: 19
• Complexity: 306

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)CC(C(=O)OCC1=CC=C(C=C1)[N+](=O)[O-])N
• Isomeric SMILES: CC(C)C[C@@H](C(=O)OCC1=CC=C(C=C1)[N+](=O)[O-])N

Technology Process of L-Leucine 4-nitrobenzyl ester

There total 6 articles about L-Leucine 4-nitrobenzyl ester 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: 84.0%

Boc-Leu-ONbn (77163-64-5) → L-leucine p-nitrobenzyl ester (21691-57-6)

Guidance literature:

Boc-Leu-ONbn; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

With sodium hydrogencarbonate; In dichloromethane; water;

Reference yield:

N-carbobenzoxy-L-leucine 4-nitrobenzyl ester (40299-11-4) → L-leucine p-nitrobenzyl ester (21691-57-6)

Guidance literature:

With hydrogen bromide; acetic acid;

DOI:10.1021/ja01530a041

Reference yield:

Z-Leu-OH (2018-66-8) → L-leucine p-nitrobenzyl ester (21691-57-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; ethyl acetate

2: HBr; acetic acid

With hydrogen bromide; acetic acid; ethyl acetate; triethylamine;

DOI:10.1021/ja01530a041

upstream raw materials:

N-carbobenzoxy-L-leucine 4-nitrobenzyl ester

4-nitrobenzyl chloride

L-leucine

1-bromomethyl-4-nitro-benzene

Downstream raw materials:

4-nitrobenzyl ester of N-t-butyloxycarbonyl-L-phenylalanyl-L-leucine

benzyloxycarbonyl-L-phenylalanyl-L-leucine p-nitrobenzyl ester

N-Z-Glycyl-L-leucin-4-nitro-benzylester