benzyl (2S)-6-amino-2-(benzyloxycarbonylamino)hexanoate

Base Information

• Chemical Name: benzyl (2S)-6-amino-2-(benzyloxycarbonylamino)hexanoate
• CAS No.: 5591-94-6
• Molecular Formula: C₂₁H₂₆N₂O₄
• Molecular Weight: 370.448
• DSSTox Substance ID: DTXSID601201613
• Nikkaji Number: J824.721H

Synonyms:5591-94-6;Z-Lys-OBzl (benzenesulfonate);SCHEMBL5692870;GCKQVXGRLKRLHJ-IBGZPJMESA-N;Nalpha-CBZ-L-lysine benzyl ester;DTXSID601201613;benzyloxycarbonyllysine benzyl ester;Nalpha -CBZ-L-lysine benzyl ester;Benzyl((benzyloxy)carbonyl)-L-lysinate;Benzyl ((benzyloxy)carbonyl)-L-lysinate;benzyl (2S)-6-amino-2-(benzyloxycarbonylamino)hexanoate;N2-[(Phenylmethoxy)carbonyl]-L-lysine phenylmethyl ester;L-Lysine, N~2~-[(phenylmethoxy)carbonyl]-, phenylmethyl ester

Chemical Property of benzyl (2S)-6-amino-2-(benzyloxycarbonylamino)hexanoate

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 12
• Exact Mass: 370.18925731
• Heavy Atom Count: 27
• Complexity: 432

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)C(CCCCN)NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)[C@H](CCCCN)NC(=O)OCC2=CC=CC=C2

Technology Process of benzyl (2S)-6-amino-2-(benzyloxycarbonylamino)hexanoate

There total 11 articles about benzyl (2S)-6-amino-2-(benzyloxycarbonylamino)hexanoate 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: 98.0%

Nα-carbobenzoxy-Nε-tert-butoxycarbonyl-2,6-diaminohexanoyl benzyl ester (128972-27-0) → N(α)-benzyloxycarbonyl-L-lysine benzyl ester (5591-94-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1.5h;

DOI:10.1055/s-0031-1290348

Reference yield: 90.0%

N(α)-benzyloxycarbonyl-N(ε)-9-fluorenylmethyloxycarbonyl-L-lysine benzyl ester (827021-73-8) → N(α)-benzyloxycarbonyl-L-lysine benzyl ester (5591-94-6)

Guidance literature:

With diethylamine; In dichloromethane; at 20 ℃; for 9h;

DOI:10.1021/ja046164n

Reference yield: 90.0%

N2-[(benzyloxy)carbonyl]-L-lysine (2212-75-1) + benzyl alcohol (100-51-6,185532-71-2) → N(α)-benzyloxycarbonyl-L-lysine benzyl ester (5591-94-6)

Guidance literature:

With thionyl chloride; at 20 ℃; for 2h;

DOI:10.1002/chem.202003947

upstream raw materials:

N₂-[(benzyloxy)carbonyl]-L-lysine

benzyl alcohol

Nα-carbobenzoxy-Nε-tert-butoxycarbonyl-2,6-diaminohexanoyl benzyl ester

N^α-benzyloxycarbonyl-L-lysine benzyl ester benzenesulfonate

Downstream raw materials:

N-ε-bromoacetylamide-N-α-carbobenzyloxy-L-lysine benzyl ester

2-benzyloxycarbonylamino-6-[2-(3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-propionylamino]-hexanoic acid

6-[2-(3-acetoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-propionylamino]-2-benzyloxycarbonylamino-hexanoic acid benzyl ester

N^(α)-benzyloxycarbonyl-N^(ε)-5-(dimethylamino)naphthalene-1-sulfonyl-L-lysine benzyl ester

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