D-Leucine, methyl ester

Base Information

• Chemical Name: D-Leucine, methyl ester
• CAS No.: 23032-21-5
• Deprecated CAS: 1310449-76-3
• Molecular Formula: C7H15NO2
• Molecular Weight: 145.202
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID70885225
• Nikkaji Number: J422.107I
• Wikidata: Q82863834
• Mol file: 23032-21-5.mol

Synonyms:D-Leucine, methyl ester;23032-21-5;methyl d-leucinate;H-D-Leu-OMe;D-leucine methyl ester;(R)-Methyl 2-amino-4-methylpentanoate;methyl (2R)-2-amino-4-methylpentanoate;D-Leucine methyl;d-leucine methylester;(D)-leucine methyl ester;SCHEMBL700933;DTXSID70885225;AKOS017438303;HY-W037453;CS-0093752;(R)-2-Amino-4-methyl-pentanoic acidmethyl ester;EN300-6242059;(R,S)-2-Amino-4-methyl-pentanoic acid methyl ester

Chemical Property of D-Leucine, methyl ester

Chemical Property:

• Vapor Pressure: 1.56mmHg at 25°C
• Refractive Index: 1.435
• Boiling Point: 169.203 °C at 760 mmHg
• Flash Point: 42.685 °C
• PSA: 52.32000
• Density: 0.955 g/cm³
• LogP: 2.03510
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 145.110278721
• Heavy Atom Count: 10
• Complexity: 112

Purity/Quality:

99% ^*data from raw suppliers

D-Leucine,methylester 95 ^*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)N
• Isomeric SMILES: CC(C)C[C@H](C(=O)OC)N

Technology Process of D-Leucine, methyl ester

There total 5 articles about D-Leucine, methyl 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: 95.0%

2-(2-Aza-bicyclo[2.2.1]hept-5-en-2-yl)-4-methyl-pentanoic acid methyl ester; hydrochloride (110098-02-7) → L-Leucine methyl ester (2666-93-5,18869-43-7,23032-21-5,73136-00-2)

Guidance literature:

With N-methylmaleimide; In water; at 23 ℃; for 4h;

DOI:10.1021/ja00253a053

Reference yield:

DL-leucine methyl ester (18869-43-7) → D-leucine methyl ester (23032-21-5) + (S)-Leu-OMe (2666-93-5)

Guidance literature:

In hexane; isopropyl alcohol; at 40 ℃;

DOI:10.1021/ja00543a049

Reference yield:

(S)-1-benzoyl-2-(α-acetoxyethyl)benzimidazole (952524-02-6) + DL-leucine methyl ester (18869-43-7) → D-leucine methyl ester (23032-21-5) + (S)-Leu-OMe (2666-93-5) + N-benzoyl-L-leucine methyl ester (3005-60-5) + N-benzoyl-D-leucine methyl ester

Guidance literature:

In tetrahydrofuran; at -10 ℃; for 12h; Title compound not separated from byproducts.;

DOI:10.1021/jo070962p

upstream raw materials:

DL-leucine methyl ester

methanol

(2R)-4-acetyl-1,2-dihydro-5-hydroxy-2-(2-methylpropyl)-1-[(2E)-1-oxodec-2-enyl]-3H-pyrrol-3-one

(S)-1-benzoyl-2-(α-acetoxyethyl)benzimidazole

Downstream raw materials:

N-benzyloxycarbonylglycyl-D-leucine

N-(N-benzyloxycarbonyl-L-alanyl)-D-leucine methyl ester

Z-L-Leu-D-Leu-OMe

2-amino-4-methylpentan-1-ol

Refernces

• 1、 Karnik, Anil V.,Kamath, Suchitra S.. "Enantioselective benzoylation of α-amino esters using (S)-1-benzoyl-2-(α-acetoxyethyl)benzimidazole, a chiral benzimidazolide". . p. 7435 - 7438. Retrieved 2008/02/11.
• 2、 Grieco, Paul A.,Parker, David T.,Fobare, William F.,Ruckle, Robert. "Retro Aza Diels-Alder Reactions: Acid-Catalyzed Heterocycloreversion of 2-Azanorbornnenes in Water at Ambient Temperature". . p. 5859 - 5861. Retrieved 2007/10/02.