Boc-Leu-OMe

Base Information

• Chemical Name: Boc-Leu-OMe
• CAS No.: 63096-02-6
• Molecular Formula: C12H23NO4
• Molecular Weight: 245.319
• Hs Code.: 2924199090
• European Community (EC) Number: 825-960-5
• DSSTox Substance ID: DTXSID40446903
• Nikkaji Number: J187.446B
• Wikidata: Q63399070
• Mol file: 63096-02-6.mol

Synonyms:Boc-Leu-OMe;63096-02-6;BOC-L-LEUCINE METHYL ESTER;N-(tert-Butoxycarbonyl)-L-leucine methyl ester;(S)-Methyl 2-((tert-butoxycarbonyl)amino)-4-methylpentanoate;N-Boc-L-leucine Methyl Ester;Methyl (tert-butoxycarbonyl)-L-leucinate;methyl (2S)-4-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate;Boc-L-Leucyl methyl ester;MFCD00076952;Boc-L-Leucinemethylester;SCHEMBL55832;BIDD:GT0678;Boc--L--Leucine methyl ester;DTXSID40446903;Leucine, N-[(1,1-dimethylethoxy)carbonyl]-, methyl ester;QSEVMIMUBKMNOU-VIFPVBQESA-N;AKOS015850840;AKOS016002069;AM81886;CS-W012718;FD21877;HY-W012002;t-Butoxycarbonyl-L-leucine methyl ester;AS-10700;PD196835;Methyl N-(tert-butoxycarbonyl)-L-leucinate;N-(tert-Butoxycarbonyl)leucine methyl ester;N-tert-butoxycarbonyl-L-leucine methyl ester;N-(tert-Butyloxycarbonyl)-L-leucine methyl ester;A847903;N-(tert-butoxycarbonyl)-(L)-leucine methyl ester;J-300157;Q-101697;N-(tert-Butoxycarbonyl)-L-leucine methyl ester, 97%;Q63399070;(S)-methyl 2-(tert-butoxycarbonylamino)-4-methylpentanoate;N-[(1,1 -dimethylethoxy)carbonyl]-L-leucine, methyl ester;METYL 2(S)-(TERT-BUTOXYCARBONYL)AMINO-4-METHYLPENTANOATE;(S)-Methyl 2-((tert-butoxycarbonyl)amino)-4-methylpentanoate (Boc-L-Leu-OMe)

Chemical Property of Boc-Leu-OMe

Chemical Property:

• Vapor Pressure: 0.000278mmHg at 25°C
• Melting Point: 147-149℃
• Refractive Index: n20/D 1.44(lit.)
• Boiling Point: 322.5 °C at 760 mmHg
• Flash Point: 148.8 °C
• PSA: 64.63000
• Density: 1.008 g/cm³
• LogP: 2.48970
• Storage Temp.: Store at 0°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 245.16270821
• Heavy Atom Count: 17
• Complexity: 268

Purity/Quality:

98%,99%, ^*data from raw suppliers

Boc-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)OC(C)(C)C
• Isomeric SMILES: CC(C)C[C@@H](C(=O)OC)NC(=O)OC(C)(C)C
• Uses: Boc-L-leucine Methyl Ester is used in preparation of heterocyclic compound as hematopoietic prostaglandin D synthase (H-PGDS) inhibitor.

Technology Process of Boc-Leu-OMe

There total 2 articles about Boc-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: 49.0%

N,N-diethylethylenediamine (100-36-7) + N-{3-[(N,N-dimethylaminophenyl)-4'-diazenyl]benzoyl}-N-tert-butyloxycarbonylleucine methyl ester (395647-21-9) → N-tert-butoxycarbonyl-L-leucine methyl ester (63096-02-6) + 2-(N,N-diethylamino)-N'-{3-[(N,N-dimethylaminophenyl)-4'-diazenyl]benzoyl}ethylamine

Guidance literature:

In acetonitrile; at 20 ℃;

DOI:10.1016/S0040-4039(01)01350-8 DOI:10.1039/b212470j

Reference yield:

methyl 2-((tert-butoxycarbonyl)amino)-4-methylpentanoate (69805-63-6) → N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) + N-Boc-D-Leu (16937-99-8,53296-34-7) + N-tert-butoxycarbonyl-L-leucine methyl ester (63096-02-6) + methyl (2R)-2-(tert-butoxycarbonylamino)-4-methylpentanoate (133467-01-3)

Guidance literature:

With Bacillus licheniformis; In water; pH=7.8; Heating;

DOI:10.1016/j.tetasy.2006.07.012

Reference yield: 89.0%

methylphenylsulfonate (3112-85-4) + N-tert-butoxycarbonyl-L-leucine methyl ester (63096-02-6) → (3S)-3-(tert-butoxycarbonylamino)-5-methyl-1-(phenylsulfonyl)-2-hexanone

Guidance literature:

methylphenylsulfonate; With n-butyllithium; In tetrahydrofuran; hexane; at -5 ℃; for 0.5h; Inert atmosphere;

N-tert-butoxycarbonyl-L-leucine methyl ester; In tetrahydrofuran; hexane; at -78 - 25 ℃; Inert atmosphere;

DOI:10.3390/molecules21060805

upstream raw materials:

N,N-diethylethylenediamine

N-{3-[(N,N-dimethylaminophenyl)-4'-diazenyl]benzoyl}-N-tert-butyloxycarbonylleucine methyl ester

methyl 2-((tert-butoxycarbonyl)amino)-4-methylpentanoate

Downstream raw materials:

tert-butoxycarbonyl-L-leucinal

(2S)-N-[(1S)-2-amino-1-benzyl-2-oxoethyl]-2-[(tert-butoxycarbonyl)amino]-4-methylpentanamide

N-benzyloxycarbonyl-L-leucine methyl ester

DL-threo-3-amino-2-hydroxy-5-methylhexanoic acid

Refernces

• 1、 Sameiro,Goncalves,Maia, Hernani L.S.. "Development of a temporary marker for peptides". . p. 1480 - 1485. Retrieved 2007/10/03.