Benzyl (S)-(5,6-diamino-6-oxohexyl)carbamate monohydrochloride

Base Information

• Chemical Name: Benzyl (S)-(5,6-diamino-6-oxohexyl)carbamate monohydrochloride
• CAS No.: 58117-53-6
• Molecular Formula: C14H22ClN3O3
• Molecular Weight: 315.8
• European Community (EC) Number: 261-136-6
• DSSTox Substance ID: DTXSID20206840
• Mol file: 58117-53-6.mol

Synonyms:58117-53-6;H-Lys(Z)-NH2.HCl;H-LYS(Z)-NH2 HCL;Benzyl (S)-(5,6-diamino-6-oxohexyl)carbamate monohydrochloride;benzyl N-[(5S)-5,6-diamino-6-oxohexyl]carbamate;hydrochloride;EINECS 261-136-6;Nepsilon-Z-L-lysine amide hydrochloride;H-Lys(Z)-NH2 hydrochloride;SCHEMBL3180697;DTXSID20206840;QSRGTPRDCDSKAY-YDALLXLXSA-N;MFCD00035520;AKOS025289393;DS-9757;CS-0149999;F10945;A831746;(S)-2-amino-6-(benzyloxycarbonylamino)hexanamide hydrochloride;benzyl N-[(5S)-5,6-diamino-6-oxo-hexyl]carbamate hydrochloride

Chemical Property of Benzyl (S)-(5,6-diamino-6-oxohexyl)carbamate monohydrochloride

Chemical Property:

• Appearance/Colour: White to off-white powder
• Vapor Pressure: 3.36E-11mmHg at 25°C
• Boiling Point: 527.1 °C at 760 mmHg
• Flash Point: 272.6 °C
• Storage Temp.: Store at 0-5°C
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 315.1349693
• Heavy Atom Count: 21
• Complexity: 304

Purity/Quality:

99% ^*data from raw suppliers

Ne-Z-L-lysine amide hydrochloride 99+% ^*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)N)N.Cl
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)NCCCC[C@@H](C(=O)N)N.Cl
• Uses: H-Lys(z)-nh2 hcl

Technology Process of Benzyl (S)-(5,6-diamino-6-oxohexyl)carbamate monohydrochloride

There total 4 articles about Benzyl (S)-(5,6-diamino-6-oxohexyl)carbamate monohydrochloride 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%

Nε-(benzyloxycarbonyl)-Nα-(tert-butoxycarbonyl)-L-lysinamide (55592-81-9) → Nε-Cbz-L-lysine hydrochloride (58117-53-6)

Guidance literature:

With hydrogenchloride; In diethyl ether; water;

Reference yield: 77.0%

methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride (27894-50-4) → Nε-Cbz-L-lysine hydrochloride (58117-53-6)

Guidance literature:

With ammonia; In methanol; for 192h; Ambient temperature;

DOI:10.1016/S0957-4166(98)00134-7

Reference yield:

N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → Nε-Cbz-L-lysine hydrochloride (58117-53-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / SOCl₂ / 1 h / 1.) 0 deg C, 1 h, 2.) RT, 20 h

2: 77 percent / NH₃ / methanol / 192 h / Ambient temperature

With thionyl chloride; ammonia; In methanol;

DOI:10.1016/S0957-4166(98)00134-7

upstream raw materials:

methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride

N₆-[(benzyloxy)carbonyl]-L-lysine

Boc-Lys(Z)-OH

N^ε-(benzyloxycarbonyl)-N^α-(tert-butoxycarbonyl)-L-lysinamide