2-[Bis(carboxymethyl)amino]-6-(phenylmethoxycarbonylamino)hexanoic acid

Base Information

• Chemical Name: 2-[Bis(carboxymethyl)amino]-6-(phenylmethoxycarbonylamino)hexanoic acid
• CAS No.: 209052-01-7
• Molecular Formula: C18H24N2O8
• Molecular Weight: 396.397
• DSSTox Substance ID: DTXSID30396120
• Mol file: 209052-01-7.mol

Synonyms:209052-01-7;N-(5-Carbobenzyloxyamino)-1-carboxypentyl)iminodiacetic Acid;N6-Carbobenzyloxy-N2,N2-bis(carboxymethyl)lysine;2-[bis(carboxymethyl)amino]-6-(phenylmethoxycarbonylamino)hexanoic acid;STK366790;MFCD27977806;SCHEMBL8211666;DTXSID30396120;AKOS005443776;SY131107;FT-0664249;FT-0664250;J-013708;N~6~-[(benzyloxy)carbonyl]-N~2~,N~2~-bis(carboxymethyl)lysine

Chemical Property of 2-[Bis(carboxymethyl)amino]-6-(phenylmethoxycarbonylamino)hexanoic acid

Chemical Property:

• Vapor Pressure: 4.06E-20mmHg at 25°C
• Melting Point: 165-170°C
• Boiling Point: 692.2°C at 760 mmHg
• Flash Point: 372.5°C
• PSA: 156.96000
• Density: 1.361g/cm³
• LogP: 1.21190
• Storage Temp.: -20?C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 14
• Exact Mass: 396.15326573
• Heavy Atom Count: 28
• Complexity: 518

Purity/Quality:

97% ^*data from raw suppliers

N6-Carbobenzyloxy-N2,N2-bis(carboxymethyl)lysine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NCCCCC(C(=O)O)N(CC(=O)O)CC(=O)O
• Uses: N6-Carbobenzyloxy-N2,N2-bis(carboxymethyl)lysine is used in the synthesis of nickel-chelating fluorinated lipids for protein monolayer crystallizations.

Technology Process of 2-[Bis(carboxymethyl)amino]-6-(phenylmethoxycarbonylamino)hexanoic acid

There total 3 articles about 2-[Bis(carboxymethyl)amino]-6-(phenylmethoxycarbonylamino)hexanoic 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: 85.0%

N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) + bromoacetic acid (79-08-3) → 2,2'-((5-(((benzyloxy)carbonyl)amino)-1-carboxypentyl)azanediyl)diacetic acid (209052-01-7)

Guidance literature:

With sodium hydroxide; In water; at 22 ℃; for 18h; Inert atmosphere;

Reference yield: 80.0%

N-ε-benzyloxycarbonyl lysine (32302-83-3,57705-97-2,67178-46-5,25931-47-9) + bromoacetic acid (79-08-3) → 2,2'-((5-(((benzyloxy)carbonyl)amino)-1-carboxypentyl)azanediyl)diacetic acid (209052-01-7)

Guidance literature:

With sodium hydroxide; In water; at 20 - 50 ℃; for 21h;

DOI:10.1021/jacs.5b08130

Reference yield:

→ 2,2'-((5-(((benzyloxy)carbonyl)amino)-1-carboxypentyl)azanediyl)diacetic acid (209052-01-7)

Guidance literature:

upstream raw materials:

N-ε-benzyloxycarbonyl lysine

bromoacetic acid

N₆-[(benzyloxy)carbonyl]-L-lysine

Downstream raw materials:

ε-benzyloxycarbonyl-α-dicarboxylmethyl-L-lysine-tris(aminohexyl-β-N-acetylgalactosamine)