Z-Lys(boc)-osu

Base Information

• Chemical Name: Z-Lys(boc)-osu
• CAS No.: 3338-34-9
• Molecular Formula: C23H31 N3 O8
• Molecular Weight: 477.514
• Hs Code.: 29251900
• European Community (EC) Number: 608-865-1
• Nikkaji Number: J80.701J
• Mol file: 3338-34-9.mol

Synonyms:Z-LYS(BOC)-OSU;3338-34-9;(2,5-dioxopyrrolidin-1-yl) 6-[(2-methylpropan-2-yl)oxycarbonylamino]-2-(phenylmethoxycarbonylamino)hexanoate;(2,5-dioxopyrrolidin-1-yl) (2S)-6-[(2-methylpropan-2-yl)oxycarbonylamino]-2-(phenylmethoxycarbonylamino)hexanoate;SCHEMBL10983363;NCFVVSXVXQRYFS-KRWDZBQOSA-N;MFCD00038822;AKOS015841481;AS-46893;F10846;Z-Nepsilon-Boc-L-lysine-N-hydroxysuccinimide ester;2,5-dioxopyrrolidin-1-yl N2-((benzyloxy)carbonyl)-N6-(tert-butoxycarbonyl)-L-lysinate;(S)-2,5-Dioxopyrrolidin-1-yl 2-(((benzyloxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)hexanoate;(S)-2,5-dioxopyrrolidin-1-yl 2-(benzyloxycarbonylamino)-6-(tert-butoxycarbonylamino)hexanoate

Chemical Property of Z-Lys(boc)-osu

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 140.34000
• Density: 1.27g/cm³
• LogP: 3.30330
• Storage Temp.: -15°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 14
• Exact Mass: 477.21111496
• Heavy Atom Count: 34
• Complexity: 727

Purity/Quality:

Z-Lys(boc)-osu ^*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)ON1C(=O)CCC1=O)NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: CC(C)(C)OC(=O)NCCCC[C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OCC2=CC=CC=C2

Technology Process of Z-Lys(boc)-osu

There total 7 articles about Z-Lys(boc)-osu 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: 99.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + Z-Lys(Boc)-OH (2389-60-8) → Z-Lys(-Boc)-Osu (3338-34-9)

Guidance literature:

With diisopropyl-carbodiimide; In tetrahydrofuran; for 2h;

DOI:10.1021/jm950111m

Reference yield: 98.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + Nα-benzyloxycarbonyl-Nε-tert-butyloxycarbonyl-L-lysine dicyclohexylamine salt (2212-76-2) → Z-Lys(-Boc)-Osu (3338-34-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; at 0 ℃;

DOI:10.1016/j.bioorg.2018.08.018

Reference yield: 92.0%

Z-Lys(Boc)-OH (2389-60-8) + 1,2,2,2-tetrachloroethyl-(N-succinimidyl)carbonate (107960-02-1) → Z-Lys(-Boc)-Osu (3338-34-9)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; acetonitrile; Ambient temperature;

DOI:10.1021/jo00388a005

upstream raw materials:

Z-Lys(Boc)-OH

1,2,2,2-tetrachloroethyl-(N-succinimidyl)carbonate

1-hydroxy-pyrrolidine-2,5-dione

N^α-benzyloxycarbonyl-N^ε-tert-butyloxycarbonyl-L-lysine dicyclohexylamine salt

Downstream raw materials:

Z-L-Lys(Boc)-L-Lys(Boc)-OH

benzyloxycarbonyl-Lys-N-ε-(tert-butoxycarbonyl)-Lys-N-ε-(tert-butoxycarbonyl)-PABC-(7-amino-4-methylcoumarin)

benzyloxycarbonyl-Lys-N-ε-(tert-butoxycarbonyl)-Lys-N-ε-(tert-butoxycarbonyl)-(p-aminobenzyl)-OH

(benzyloxycarbonyl)-Lys-N-ε-(tert-butoxycarbonyl)-Lys-N-ε-(tert-butoxycarbonyl)-(7-amino-4-methylcoumarin)

Refernces

• 1、 -. "DIPEPTIDE MIMETICS OF NGF AND BDNF NEUROTROPHINS". Paragraph 0198; 0199. . Retrieved 2019/04/16.
• 2、 Machauer, Rainer,Waldmann, Herbert. "Synthesis of lipidated eNOS peptides by combining enzymatic, noble metal- and acid-mediated protecting group techniques with solid phase peptide synthesis and fragment condensation in solution". . p. 2940 - 2956. Retrieved 2007/10/03.