L-Homoglutamine

Base Information

• Chemical Name: L-Homoglutamine
• CAS No.: 7433-32-1
• Molecular Formula: C6H12N2O3
• Molecular Weight: 160.17100
• UNII: O0GTA5JB5B
• Nikkaji Number: J58.675G
• Mol file: 7433-32-1.mol

Synonyms:L-Homoglutamine;6-Oxo-L-lysine;7433-32-1;L-Lysine, 6-oxo-;6-Oxolysine;5-Carbamoyl-L-norvaline;O0GTA5JB5B;UNII-O0GTA5JB5B;(2S)-2,6-diamino-6-oxohexanoic acid;5632-90-6;(S)-2,6-Diamino-5-oxohexanoic Acid;SCHEMBL5328651;(S)-2,6-Diamino-6-oxohexanoic acid;AKOS006274121;A49B1178-1E95-41D8-A3BB-1FD9BD5D47C5

Chemical Property of L-Homoglutamine

Chemical Property:

• Melting Point: 173-175oC
• PSA: 106.41000
• LogP: 0.45450
• Storage Temp.: -20°C Freezer
• XLogP3: -3.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 160.08479225
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

98%Min ^*data from raw suppliers

L-Homoglutamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(C(=O)O)N)CC(=O)N
• Isomeric SMILES: C(C[C@@H](C(=O)O)N)CC(=O)N
• Uses: Glutamine

Technology Process of L-Homoglutamine

There total 9 articles about L-Homoglutamine 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: 100.0%

methyl (2S)-5-cyano-2-(trichloromethylcarbonylamino)pentanoate (1239710-21-4) → L-2-aminoadipamic acid (7433-32-1)

Guidance literature:

With hydrogenchloride; water; for 24h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2010.05.066

Reference yield: 93.0%

C22H22N2O5 → L-2-aminoadipamic acid (7433-32-1)

Guidance literature:

With lithium hydroxide monohydrate; ethanol; at 20 ℃;

Reference yield: 82.0%

Nα,Nca-diBoc-L-2-aminoadipamic acid tert-butyl ester (97347-40-5) → L-2-aminoadipamic acid (7433-32-1)

Guidance literature:

With trifluoroacetic acid; for 0.166667h; Ambient temperature;

upstream raw materials:

Tosyl-L-α-amino-adipinsaeure-8-amid

N^α,N^ca-di-tert-butyloxycarbonyl-L-homoglutamine

N^α,N^ca-diBoc-L-2-aminoadipamic acid tert-butyl ester

Boc-Lys(Boc)-Otert-Bu

Downstream raw materials:

L-homoglutamic acid

Refernces

• 1、 Drummond, Lorna J.,Sutherland, Andrew. "Asymmetric synthesis of allylic secondary alcohols: Anewgeneral approach for the preparation of α-amino acids". experimental part. p. 5349 - 5356. Retrieved 2010/08/06.
• 2、 Sakura, Naoki,Hirose, Kyoko,Hashimoto, Tadashi. "PROPERTIES OF Nα,Nca-DI-TERT-BUTYLOXYCARBONYL-ω-CARBAMOYL-α-AMINO ACIDS AND DIRECT SYNTHESIS OF PROTECTED HOMOGLUTAMIC ACID DERIVATIVES". . p. 3506 - 3509. Retrieved 2007/10/02.