Z-GLU-OME

Base Information

• Chemical Name: Z-GLU-OME
• CAS No.: 5672-83-3
• Molecular Formula: C14H17NO6
• Molecular Weight: 295.292
• Hs Code.: 29242990
• Mol file: 5672-83-3.mol

Synonyms:Glutamicacid, N-carboxy-, N-benzyl 1-methyl ester (7CI);Glutamic acid, N-carboxy-,N-benzyl 1-methyl ester, L- (8CI);Methyl N-benzyloxycarbonyl-L-glutamate;N-(Benzyloxycarbonyl)glutamic acid a-methyl ester;NSC 55781;Z-Glu-OMe;

Chemical Property of Z-GLU-OME

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder or crystals
• Vapor Pressure: 3.01E-11mmHg at 25°C
• Melting Point: 68-70 °C(lit.)
• Refractive Index: 1.4365
• Boiling Point: 510.6 °C at 760 mmHg
• PKA: 4.48±0.10(Predicted)
• Flash Point: 262.6 °C
• PSA: 101.93000
• Density: 1.272 g/cm³
• LogP: 1.71010
• Storage Temp.: −20°C

Purity/Quality:

99% min ^*data from raw suppliers

Z-L-glutamic acid a-methyl ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of Z-GLU-OME

There total 21 articles about Z-GLU-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%

(S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid (23632-67-9) → Z-L-GluOMe (5672-83-3)

Guidance literature:

With sodium methylate; In methanol; Heating;

DOI:10.1016/S0040-4039(00)86719-2

Reference yield: 74.0%

N2-benzyloxycarbonyl-L-glutamine methyl ester (13907-82-9,2650-67-1) + acetonitrile (75-05-8,26809-02-9) → dimethyl (S)-N-(benzyloxycarbonyl)glutamate (67436-17-3) + Z-L-GluOMe (5672-83-3) + N-((2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-butyl-tetrahydro-pyran-3-yl)-acetamide

Guidance literature:

With tert.-butylnitrite; for 1.5h; Heating;

DOI:10.1039/CC9960000349

Reference yield: 72.0%

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

Guidance literature:

N²-benzyloxycarbonyl-L-glutamine methyl ester; With tert.-butylnitrite; In acetonitrile; for 1.5h; Reflux;

With water;

DOI:10.1021/ol3030583

upstream raw materials:

methanol

N-(benzyloxycarbonyl)-L-glutamic acid anhydride

sodium methylate

N-Z-L-Glu-OMe-4g-Dcha salt

Downstream raw materials:

diethyl N-[α-methyl N-(benzyloxycarbonyl)-L-γ-glutamyl]-L-glutamate

N-(N-benzyloxycarbonyl-O-methyl-L-γ-glutamyl)-glycine ethyl ester

(5S)-N-(benzyloxycarbonyl)-5-methoxycarbonyl-2-pyrrolidinone

N-carbobenzyloxy-L-proline methyl ester

Refernces

• 1、 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.
• 2、 Bhat, Ramakrishna G.,Porhiel, Emmanuel,Saravanan, Vadivelu,Chandrasekaran, Srinivasan. "Utility of tetrathiomolybdate and tetraselenotungstate: Efficient synthesis of cystine, selenocystine, and their higher homologues". . p. 5251 - 5253. Retrieved 2007/10/03.