Thiobenzyl benzyloxycarbonyl-L-lysinate

Base Information

• Chemical Name: Thiobenzyl benzyloxycarbonyl-L-lysinate
• CAS No.: 69861-90-1
• Molecular Formula: C21H26 N2 O3 S
• Molecular Weight: 386.515
• DSSTox Substance ID: DTXSID90220154
• Nikkaji Number: J1.039.996C
• Wikidata: Q83097270
• Mol file: 69861-90-1.mol

Synonyms:alpha-N-carbobenzyloxy-L-lysine thiobenzyl ester;Cbz-lysine thiobenzyl ester;N-carbobenzyloxylysine thiobenzyl ester;thiobenzyl benzyloxycarbonyl-L-lysinate

Chemical Property of Thiobenzyl benzyloxycarbonyl-L-lysinate

Chemical Property:

• Vapor Pressure: 7.62E-13mmHg at 25°C
• Boiling Point: 566.3°C at 760 mmHg
• Flash Point: 296.3°C
• PSA: 110.21000
• Density: 1.185g/cm³
• LogP: 4.77510
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 12
• Exact Mass: 386.16641387
• Heavy Atom Count: 27
• Complexity: 435

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NC(CCCCN)C(=O)SCC2=CC=CC=C2
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)N[C@@H](CCCCN)C(=O)SCC2=CC=CC=C2

Technology Process of Thiobenzyl benzyloxycarbonyl-L-lysinate

There total 1 articles about Thiobenzyl benzyloxycarbonyl-L-lysinate 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:

phenylmethanethiol (100-53-8) + Z-Lys-SMe → Nα-benzyloxycarbonyl-L-lysine thiobenzyl ester (69861-90-1)

Guidance literature:

In N,N-dimethyl-formamide; at 37 ℃; pH=8.0;

DOI:10.1021/ja0344213

Reference yield: 99.0%

glycinamide hydrochloride (1668-10-6) + Nα-benzyloxycarbonyl-L-lysine thiobenzyl ester (69861-90-1) → Z-L-Lys-Gly-NH2

Guidance literature:

With S₁₆₆C-SBnCOOH; triethylamine; calcium chloride; In water; N,N-dimethyl-formamide; for 5h; Ambient temperature;

DOI:10.1016/S0957-4166(99)00255-4

Reference yield: 89.0%

L-tyrosine ethyl ester (949-67-7) + Nα-benzyloxycarbonyl-L-lysine thiobenzyl ester (69861-90-1) → (S)-2-((S)-6-Amino-2-benzyloxycarbonylamino-hexanoylamino)-3-(4-hydroxy-phenyl)-propionic acid ethyl ester (192067-28-0)

Guidance literature:

at 25 ℃; clostripain, 0.025 M borate buffer, pH 8.0;

DOI:10.1002/anie.199710991

upstream raw materials:

phenylmethanethiol

Downstream raw materials:

N₂-[(benzyloxy)carbonyl]-L-lysine

phenylmethanethiol

(S)-2-((S)-6-Amino-2-benzyloxycarbonylamino-hexanoylamino)-3-(4-hydroxy-phenyl)-propionic acid ethyl ester

(S)-2-[(S)-2-((S)-6-Amino-2-benzyloxycarbonylamino-hexanoylamino)-3-(4-hydroxy-phenyl)-propionylamino]-5-guanidino-pentanoic acid propyl ester

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