(2S)-2-amino-6-[(carboxymethyl)amino]hexanoate

Base Information

• Chemical Name: (2S)-2-amino-6-[(carboxymethyl)amino]hexanoate
• CAS No.: 55593-17-4
• Molecular Formula: C₈H₁₆N₂O₄
• Molecular Weight: 204.226
• Mol file: 55593-17-4.mol

Synonyms:

Chemical Property of (2S)-2-amino-6-[(carboxymethyl)amino]hexanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-amino-6-[(carboxymethyl)amino]hexanoate

There total 14 articles about (2S)-2-amino-6-[(carboxymethyl)amino]hexanoate 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: 96.0%

(2S)-benzyl 6-{[(benzyloxy)-2-oxoethyl]amino}-2-{[(benzyloxy)carbonyl]amino}hexanoate (1372658-92-8) → (2S)-2-amino-6-[(carboxymethyl)amino]hexanoate (55593-17-4,5746-04-3)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 24h; under 3750.38 Torr;

DOI:10.1055/s-0031-1290348

Reference yield: 56.3%

C18H34N2O5 → (2S)-2-amino-6-[(carboxymethyl)amino]hexanoate (55593-17-4,5746-04-3)

Guidance literature:

With hydrogenchloride; In water; at 110 ℃; for 24h;

Reference yield:

fructoselysine (21291-40-7,128307-05-1,117942-10-6) → (2S)-2-amino-6-[(carboxymethyl)amino]hexanoate (55593-17-4,5746-04-3)

Guidance literature:

With dihydrogen peroxide; iron(II) chloride; In aq. phosphate buffer; at 37 ℃; for 1h; pH=7.2;

DOI:10.1074/jbc.RA119.010744

upstream raw materials:

Boc-Lys-OH

bromoacetic acid

L-lysine

Iodoacetic acid

Downstream raw materials:

L-lysine

(2-(2,4-dinitrophenyl)hydrazono)acetic acid

N-(amino-n-pentyl)glycine

Refernces

• 1、 Gong, ZhiYong,Li, Yan,Wang, Pengcheng,Wu, Yang,Wu, Yongning,Zheng, Liangqing,liu, Yan. "The neurotoxicity of Nε-(carboxymethyl)lysine in food processing by a study based on animal and organotypic cell culture". . . Retrieved 2020.
• 2、 Matsutani,H. et al.. "-". . p. 661 - 662. Retrieved 1979.
• 3、 Baldensperger, Tim,Jost, Tobias,Zipprich, Alexander,Glomb, Marcus A.. "Novel α-Oxoamide Advanced-Glycation Endproducts within the N6-Carboxymethyl Lysine and N6-Carboxyethyl Lysine Reaction Cascades". . p. 1898 - 1906. Retrieved 2018/03/06.