Boc-lys(boc)-onp

Base Information

• Chemical Name: Boc-lys(boc)-onp
• CAS No.: 2592-19-0
• Molecular Formula: C22H33N3O8
• Molecular Weight: 467.519
• European Community (EC) Number: 219-988-1
• Nikkaji Number: J192.105C
• Mol file: 2592-19-0.mol

Synonyms:BOC-LYS(BOC)-ONP;2592-19-0;N2,N6-Di-Boc-L-Lysine 4-Nitrophenyl Ester;L-Lysine, N2,N6-bis[(1,1-dimethylethoxy)carbonyl]-, 4-nitrophenyl ester;Boc-L-Lys(Boc)-ONp;C22H33N3O8;MFCD00076961;SCHEMBL2109929;N-Alpha,N-Epsilon-di-Boc-L-Lysine 4-Nitrophenyl Ester;(4-nitrophenyl) (2S)-2,6-bis[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate;LYUXBTAUKJETMS-KRWDZBQOSA-N;AKOS015924120;AKOS016002150;CS-W009635;AS-17637;N2,N6-Di-Boc-L-Lysine4-NitrophenylEster;NS00046130;F10811;M06186;A818084;Q-101591;(S)-4-nitrophenyl 2,6-bis(tert-butoxycarbonylamino)hexanoate;N-alpha-N-epsilon-di-t-Butyloxycarbonyl-L-lysine p-nitrophenyl ester;2-pyridyl methanesulfonate

Chemical Property of Boc-lys(boc)-onp

Chemical Property:

• Appearance/Colour: White to beige solid
• Vapor Pressure: 3.72E-15mmHg at 25°C
• Melting Point: 122-126oC
• Refractive Index: 1.517
• Boiling Point: 617 °C at 760 mmHg
• PKA: 10.82±0.46(Predicted)
• Flash Point: 327 °C
• PSA: 148.78000
• Density: 1.183 g/cm³
• LogP: 5.39350
• Storage Temp.: -15°C
• XLogP3: 4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 13
• Exact Mass: 467.22676502
• Heavy Atom Count: 33
• Complexity: 671

Purity/Quality:

min 98.0% ^*data from raw suppliers

N-alpha,ε-Bis-Boc-L-lysine 4-nitrophenyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCCC(C(=O)OC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)OC(C)(C)C
• Isomeric SMILES: CC(C)(C)OC(=O)NCCCC[C@@H](C(=O)OC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)OC(C)(C)C
• Uses: Nα,Nε-DiBoc-L-lysine p-Nitrophenol Ester is an antibody-drug conjugate and antitumor agent.

Technology Process of Boc-lys(boc)-onp

There total 6 articles about Boc-lys(boc)-onp 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: 55.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + Boc-Lys(Boc)-OH (2483-46-7) → Nα,Nε-di-Boc-L-lysine p-nitrophenyl ester (2592-19-0)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In acetonitrile; at 20 ℃; Inert atmosphere;

Reference yield:

N-(tert-butyloxycarbonyl) azide (1070-19-5) → Nα,Nε-di-Boc-L-lysine p-nitrophenyl ester (2592-19-0)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. Na₂CO₃

2: DCC

With sodium carbonate; dicyclohexyl-carbodiimide;

DOI:10.1021/ja01081a039

Reference yield:

L-Lysine hydrochloride (657-27-2,10098-89-2,26124-78-7) → Nα,Nε-di-Boc-L-lysine p-nitrophenyl ester (2592-19-0)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. Na₂CO₃

2: DCC

With sodium carbonate; dicyclohexyl-carbodiimide;

DOI:10.1021/ja01081a039

upstream raw materials:

4-nitro-phenol

Boc-Lys(Boc)-OH

N-(tert-butyloxycarbonyl) azide

L-Lysine hydrochloride

Downstream raw materials:

C₉₅H₁₆₁N₁₅O₂₃

BHALys[Boc]₂

Boc-Lys(Boc)-OH

Refernces

• 1、 Arendt, Wiebke,Groenewold, Maike K.,Hebecker, Stefanie,Dickschat, Jeroen S.,Moser, Juergen. "Identification and characterization of a periplasmic aminoacyl- phosphatidylglycerol hydrolase responsible for Pseudomonas aeruginosa lipid homeostasis". . p. 24717 - 24730. Retrieved 2013/09/23.