N-Methyl-N-(benzyloxycarbonyl)glutamic acid

Base Information

• Chemical Name: N-Methyl-N-(benzyloxycarbonyl)glutamic acid
• CAS No.: 42417-69-6
• Molecular Formula: C14H17NO6
• Molecular Weight: 295.292
• DSSTox Substance ID: DTXSID001219977
• Nikkaji Number: J1.352.190E
• Mol file: 42417-69-6.mol

Synonyms:SCHEMBL7087077;HPBMLBGBAOGMJU-NSHDSACASA-N;DTXSID001219977;N-Methyl-N-(benzyloxycarbonyl)glutamic acid;N-(benzyloxycarbonyl)-N-methyl-L-glutamic acid;N-Methyl-N-[(phenylmethoxy)carbonyl]-L-glutamic acid;42417-69-6

Chemical Property of N-Methyl-N-(benzyloxycarbonyl)glutamic acid

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 295.10558726
• Heavy Atom Count: 21
• Complexity: 378

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C(CCC(=O)O)C(=O)O)C(=O)OCC1=CC=CC=C1
• Isomeric SMILES: CN([C@@H](CCC(=O)O)C(=O)O)C(=O)OCC1=CC=CC=C1

Technology Process of N-Methyl-N-(benzyloxycarbonyl)glutamic acid

There total 3 articles about N-Methyl-N-(benzyloxycarbonyl)glutamic acid 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: 75.0%

N-methyl-L-glutamic acid (6753-62-4,77481-28-8) + benzyl chloroformate (501-53-1,94274-21-2) → N-(benzyloxycarbonyl)-N-methyl-L-glutamic acid (42417-69-6)

Guidance literature:

With sodium hydrogencarbonate; at 0 ℃; for 2h;

DOI:10.1021/jm960878u

Reference yield:

N-methyl-L-glutamic acid (6753-62-4,77481-28-8) + benzyl chloroformate (501-53-1,94274-21-2) → tri-tert-butyl-L-γ-glutamyl-N-methyl-L-glutamate + N-(benzyloxycarbonyl)-N-methyl-L-glutamic acid (42417-69-6)

Guidance literature:

In water;

Reference yield:

→ N-(benzyloxycarbonyl)-N-methyl-L-glutamic acid (42417-69-6)

Guidance literature:

aus α-N-Z-L-Glu u. 1.Ag2O,CH3I 2.NaOH;

upstream raw materials:

N-methyl-L-glutamic acid

benzyl chloroformate

Downstream raw materials:

(S)-2-(Benzyloxycarbonyl-methyl-amino)-pentanedioic acid di-tert-butyl ester

(S)-2-[((S)-4-Benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyryl)-methyl-amino]-pentanedioic acid di-tert-butyl ester

(S)-2-[((S)-4-tert-Butoxycarbonyl-4-{4-[(2,7-dimethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-methyl-amino]-benzoylamino}-butyryl)-methyl-amino]-pentanedioic acid di-tert-butyl ester

(S)-2-[((S)-4-tert-Butoxycarbonyl-4-{2-fluoro-4-[methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-benzoylamino}-butyryl)-methyl-amino]-pentanedioic acid di-tert-butyl ester

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