AC-LEU-OME

Base Information

• Chemical Name: AC-LEU-OME
• CAS No.: 1492-11-1
• Molecular Formula: C9H17NO3
• Molecular Weight: 187.239
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID70426213
• Nikkaji Number: J46.187C
• Wikidata: Q82239174
• ChEMBL ID: CHEMBL58991
• Mol file: 1492-11-1.mol

Synonyms:Leucine, N-acetyl-, methyl ester, L-;

Chemical Property of AC-LEU-OME

Chemical Property:

• Boiling Point: 291.7 °C at 760 mmHg
• Flash Point: 130.2 °C
• PSA: 55.40000
• Density: 0.999 g/cm³
• LogP: 1.10110
• Storage Temp.: Store at RT.
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 187.12084340
• Heavy Atom Count: 13
• Complexity: 189

Purity/Quality:

99% ^*data from raw suppliers

Acetyl-L-leucine methyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of AC-LEU-OME

There total 27 articles about AC-LEU-OME 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: 100.0%

(Z)-2-acetylamino-4-methyl-pent-2-enoic acid methyl ester (66299-28-3) → N-acetyl-L-leucine methyl ester (1492-11-1)

Guidance literature:

With (+)-1,2-bis-((2S,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate; hydrogen; In methanol; at 20 - 25 ℃; under 1551.4 Torr;

DOI:10.1021/ja00022a047

Reference yield: 100.0%

(S)-Leu-OMe (2666-93-5) + acetic anhydride (108-24-7) → N-acetyl-L-leucine methyl ester (1492-11-1)

Guidance literature:

In dichloromethane; at 20 ℃; for 4h;

DOI:10.1002/ejoc.200900271

Reference yield: 96.0%

methyl N-acetyl-N-nitrosoleucinate (91083-94-2) → N-acetyl-L-leucine methyl ester (1492-11-1)

Guidance literature:

With hydrogenchloride; In dichloromethane; at 0 ℃; for 0.333333h;

DOI:10.1016/S0040-4020(01)82437-6

upstream raw materials:

diazomethane

N-Ac-Leu

methyl N-acetyl-leucinate

(Z)-2-acetylamino-4-methyl-pent-2-enoic acid methyl ester

Downstream raw materials:

tetraphenylethane-1,2-diol

(S)-Leu-OMe

L-leucine

N-acetyl-L-leucine amide

Refernces

• 1、 Hein et al.. "". . p. 353,355. Retrieved 1962.
• 2、 Nathanael, Joses G.,Wille, Uta. "Oxidative Damage in Aliphatic Amino Acids and Di- and Tripeptides by the Environmental Free Radical Oxidant NO3?: the Role of the Amide Bond Revealed by Kinetic and Computational Studies". . p. 3405 - 3418. Retrieved 2019/03/11.
• 3、 Di Gioia,Costanzo,De Nino,Maiuolo,Nardi,Olivito,Procopio. "Simple and efficient Fmoc removal in ionic liquid". . p. 36482 - 36491. Retrieved 2017/08/02.