Methyl N6-benzyloxycarbonyl-L-lysinate hydrochloride

Base Information

• Chemical Name: Methyl N6-benzyloxycarbonyl-L-lysinate hydrochloride
• CAS No.: 27894-50-4
• Molecular Formula: C15H22N2O4^.HCl
• Molecular Weight: 330.812
• Hs Code.: 2924299090
• European Community (EC) Number: 248-715-9
• NSC Number: 83263
• Mol file: 27894-50-4.mol

Synonyms:methyl 2-amino-6-(phenylmethoxycarbonylamino)hexanoate;hydrochloride;H-D-Lys(Z)-OMe . HCl;MFCD00034846;(S)-Methyl 2-amino-6-(((benzyloxy)carbonyl)amino)hexanoate hydrochloride;H-D-Lys(Z)-OMe.HCl;Methyl N6-benzyloxycarbonyl-L-lysinate hydrochloride;SCHEMBL3132219;QPNJISLOYQGQTI-UHFFFAOYSA-N;BCP34047;NSC83263;EINECS 248-715-9;NSC 83263;NSC-83263;AKOS015916418;SY024224;Methyl N6-benzyloxycarbonyl-L-lysinate HCl;FT-0657289;FT-0684177;FT-0697361;J-016912;methyl 2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride salt;H-Lys(Z)-OMe hydrochloride;N(c) masculine-Z-L-lysine methyl ester hydrochloride

Chemical Property of Methyl N6-benzyloxycarbonyl-L-lysinate hydrochloride

Chemical Property:

• Vapor Pressure: 4.23E-08mmHg at 25°C
• Melting Point: 115-118 °C
• Refractive Index: 1.524
• Boiling Point: 470.6 °C at 760 mmHg
• Flash Point: 238.4 °C
• PSA: 90.65000
• Density: 1.142g/cm³
• LogP: 3.47660
• Storage Temp.: −20°C
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 330.1346349
• Heavy Atom Count: 22
• Complexity: 317

Purity/Quality:

99% ^*data from raw suppliers

H-Lys(Z)-OMeN-PhenylmethoxycarbonylHydrochloride ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CCCCNC(=O)OCC1=CC=CC=C1)N.Cl
• Uses: H-Lys(Z)-OMe Hydrochloride is a reagent in the development of human calcitonin gene-related peptide (CGRP) receptor antagonists for treatment of acute migraine.

Technology Process of Methyl N6-benzyloxycarbonyl-L-lysinate hydrochloride

There total 12 articles about Methyl N6-benzyloxycarbonyl-L-lysinate 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%

methanol (67-56-1) + Nε-carbobenzoxy-L-lysine hydrochloride (25528-43-2) → methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride (27894-50-4)

Guidance literature:

With sulfuryl dichloride; at -25 ℃; for 3h;

DOI:10.1039/d0md00033g

Reference yield: 99.0%

methanol (67-56-1) + N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride (27894-50-4)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃; for 16h;

DOI:10.1021/acsmedchemlett.8b00062

Reference yield: 95.0%

Boc-L-Lys(Z)-OMe (73548-77-3) → methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride (27894-50-4)

Guidance literature:

With aluminium chloride doped on a neutral alumina; for 0.0233333h; Irradiation;

DOI:10.1016/S0040-4039(98)01094-6

upstream raw materials:

N,N'-di-[(phenylmethoxy)carbonyl]-L-lysine

methanol

N₆-[(benzyloxy)carbonyl]-L-lysine

Boc-L-Lys(Z)-OMe

Downstream raw materials:

Boc-Lys(Z)-Lys(Z)-OMe

N^α,N^ε-Bis(benzyloxycarbonyl)-L-lysyl-N^ε-(benzyloxycarbonyl)-L-lysine Methyl Ester

α-Carbobenzoxy-ω-nitro-L-arginyl-ω-carbobenzoxy-L-lysin-methylester

N^ε-(benzyloxycarbonyl)-N^α-formyllysine methyl ester

Refernces

• 1、 Antwi, Isaac,Chiorean, Sorina,Van Belkum, Marco J.,Vederas, John C.. "Unveiling the active isomer of cycloalanopine, a cyclic opine from: Lactobacillus rhamnosus LS8, through synthesis and analog production". supporting information. p. 528 - 531. Retrieved 2020/05/13.
• 2、 Wang, Qiang,Shi, Qiao,Huang, Lu. "Novel aminopeptidase N inhibitors with improved antitumor activities". . p. 98 - 106. Retrieved 2015/11/17.