N6-Cbz-L-Lysine benzyl ester hydrochloride

Base Information

• Chemical Name: N6-Cbz-L-Lysine benzyl ester hydrochloride
• CAS No.: 6366-70-7
• Molecular Formula: C21H26N2O4^.HCl
• Molecular Weight: 406.909
• Hs Code.: 2924299090
• NSC Number: 88180
• Mol file: 6366-70-7.mol

Synonyms:N6-Cbz-L-Lysine benzyl ester hydrochloride;benzyl 2-amino-6-(phenylmethoxycarbonylamino)hexanoate;hydrochloride;H-D-Lys(Z)-OBzl.HCl;MFCD00038981;Lys(Z)-OBzl.HCl;SCHEMBL20570366;NSC88180;NSC-88180;SY009593;Beta-Z-L-lysine benzyl ester hydrochloride;DB-041213;DB-043334

Chemical Property of N6-Cbz-L-Lysine benzyl ester hydrochloride

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 1.37E-11mmHg at 25°C
• Melting Point: 138-140 °C
• Refractive Index: 1.562
• Boiling Point: 536.6 °C at 760 mmHg
• Flash Point: 278.3 °C
• PSA: 90.65000
• Density: 1.163g/cm3
• LogP: 5.04700
• Storage Temp.: Store at RT.
• Solubility.: DMSO, DMF, Methanol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 12
• Exact Mass: 406.1659350
• Heavy Atom Count: 28
• Complexity: 432

Purity/Quality:

98.5% ^*data from raw suppliers

N6-Carbobenzyloxy-L-lysine benzyl ester hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)C(CCCCNC(=O)OCC2=CC=CC=C2)N.Cl
• Uses: N6-Cbz-L-Lysine benzyl ester hydrochloride can be useful for the preparation of pseudopeptides as thrombolytic agents.

Technology Process of N6-Cbz-L-Lysine benzyl ester hydrochloride

There total 8 articles about N6-Cbz-L-Lysine benzyl ester hydrochloride 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%

N-α-tert-Butyloxycarbonyl-N-ε-carbobenzoxy-L-lysine benzyl ester (77236-13-6) → Nε-carbobenzoxy-L-lysine benzyl ester hydrochloride (6366-70-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 2h;

DOI:10.1134/S1070363219100189

Reference yield:

N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → Nε-carbobenzoxy-L-lysine benzyl ester hydrochloride (6366-70-7)

Guidance literature:

With hydrogenchloride; sodium hydroxide; N₂; toluene-4-sulfonic acid; benzyl alcohol; In water; toluene;

Reference yield:

Boc-Lys(Z)-OH (2389-45-9) → Nε-carbobenzoxy-L-lysine benzyl ester hydrochloride (6366-70-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. Cs₂CO₃ / ethanol / 1 h / 20 °C

1.2: 99 percent / dimethylformamide / 16 h / 50 °C

2.1: HCl / ethyl acetate / 3 h / 20 °C

With hydrogenchloride; caesium carbonate; In ethanol; ethyl acetate;

DOI:10.1021/jm050050k

upstream raw materials:

N-α-tert-Butyloxycarbonyl-N-ε-carbobenzoxy-L-lysine benzyl ester

Boc-Lys(Z)-OH

benzyl bromide

N₆-[(benzyloxy)carbonyl]-L-lysine

Downstream raw materials:

Boc-Cys(Acm)-Lys(Z)-OBzl

2

Boc-Ala-Lys(Z)-OBzl

Boc-Asp(OBzl)-Cys(Acm)-Lys(Z)-OBzl

Refernces

• 1、 Bi, Wei,Bi, Yue,Xue, Ping,Zhang, Yanrong,Gao, Xiang,Wang, Zhibo,Li, Meng,Baudy-Floc'H, Michle,Ngerebara, Nathaniel,Michael Gibson,Bi, Lanrong. "A new class of β-carboline alkaloid-peptide conjugates with therapeutic efficacy in acute limb ischemia/reperfusion injury". experimental part. p. 1453 - 1462. Retrieved 2011/05/06.
• 2、 Zhao, Ming,Liu, Junling,Wang, Chao,Wang, Lili,Liu, Hu,Peng, Shiqi. "Synthesis and biological activity of nitronyl nitroxide containing peptides". . p. 4285 - 4292. Retrieved 2007/10/03.