Z-GLN-OME

Base Information

• Chemical Name: Z-GLN-OME
• CAS No.: 2650-67-1
• Molecular Formula: C₁₄H₁₈N₂O₅
• Molecular Weight: 294.307
• Mol file: 2650-67-1.mol

Synonyms:Glutamine,N2-carboxy-, N-benzyl methyl ester (6CI,7CI); Glutamine, N2-carboxy-, N2-benzylmethyl ester, L- (8CI); Methyl N-(benzyloxycarbonyl)-L-glutaminate;N-(Benzyloxycarbonyl)glutamine methyl ester

Chemical Property of Z-GLN-OME

Chemical Property:

• Melting Point: 138-139 °C
• Boiling Point: 542.1±50.0 °C(Predicted)
• PKA: 10.83±0.46(Predicted)
• PSA: 107.72000
• Density: 1.235±0.06 g/cm3(Predicted)
• LogP: 1.81110
• Storage Temp.: -15°C

Purity/Quality:

98%Min ^*data from raw suppliers

Z-L-glutamine methyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Z-GLN-OME

There total 11 articles about Z-GLN-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: 95.0%

methanol (67-56-1) + Cbz-L-Gln (2650-64-8) → N2-benzyloxycarbonyl-L-glutamine methyl ester (13907-82-9,2650-67-1)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -20 - 20 ℃; Product distribution; further amount of alcohol;

DOI:10.1016/S0040-4039(00)77257-1

Reference yield: 79.0%

Cbz-L-Gln (2650-64-8) + methyl iodide (74-88-4) → N2-benzyloxycarbonyl-L-glutamine methyl ester (13907-82-9,2650-67-1)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

DOI:10.1016/j.bmc.2004.10.036

Reference yield: 71.0%

Z-L-GluOMe (5672-83-3) → N2-benzyloxycarbonyl-L-glutamine methyl ester (13907-82-9,2650-67-1)

Guidance literature:

With ammonium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; for 15h; Ambient temperature;

upstream raw materials:

diazomethane

Cbz-L-Gln

methanol

Z-L-GluOMe

Downstream raw materials:

methyl (2S)-2-[N-(benzyloxycarbonyl)amino]-5-(hydroxy)pentanoate

(3S)-N-{[3-(benzyloxycarbonyl)amino]-2-oxopiperidin-1-yl}-N-methylcyanamide

(3S)-1-{[3-(benzyloxycarbonyl)amino]-2-oxopiperidin-1-yl}-1-methylurea

(3S)-1-{[3-(benzyloxycarbonyl)amino]-2-oxopiperidin-1-yl}urea

Refernces

• 1、 -. "GLUTAMINASE INHIBITORS". Paragraph 0105. . Retrieved 2019/10/20.
• 2、 Ottersbach, Philipp A.,Schmitz, Janina,Schnakenburg, Gregor,Gütschow, Michael. "An access to aza-Freidinger lactams and E-locked analogs". supporting information. p. 448 - 451. Retrieved 2013/04/11.