Nε-(Benzyloxycarbonyl)-L-lysine 2-(Trimethylsilyl)ethyl Ester p-Toluenesulfonate

Base Information

• Chemical Name: Nε-(Benzyloxycarbonyl)-L-lysine 2-(Trimethylsilyl)ethyl Ester p-Toluenesulfonate
• CAS No.: 89106-04-7
• Molecular Formula: C₇H₈O₃S*C₁₉H₃₂N₂O₄Si
• Molecular Weight: 552.764
• Mol file: 89106-04-7.mol

Synonyms:Nε-(Benzyloxycarbonyl)-L-lysine 2-(Trimethylsilyl)ethyl Ester p-Toluenesulfonate

Chemical Property of Nε-(Benzyloxycarbonyl)-L-lysine 2-(Trimethylsilyl)ethyl Ester p-Toluenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Nε-(Benzyloxycarbonyl)-L-lysine 2-(Trimethylsilyl)ethyl Ester p-Toluenesulfonate

There total 3 articles about Nε-(Benzyloxycarbonyl)-L-lysine 2-(Trimethylsilyl)ethyl Ester p-Toluenesulfonate 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%

(S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoic acid 2-trimethylsilanyl-ethyl ester (89121-14-2) + toluene-4-sulfonic acid (104-15-4) → Nε-(Benzyloxycarbonyl)-L-lysine 2-(Trimethylsilyl)ethyl Ester p-Toluenesulfonate (89106-04-7)

Guidance literature:

In benzene; for 1h; Heating;

DOI:10.1021/jo00181a043

Reference yield:

2-(Trimethylsilyl)ethanol (2916-68-9) → Nε-(Benzyloxycarbonyl)-L-lysine 2-(Trimethylsilyl)ethyl Ester p-Toluenesulfonate (89106-04-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / 4-(dimethylamino)pyridine, N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 1) ice-bath, 1 h, 2) refrigerator, 3 d

2: 100 percent / benzene / 1 h / Heating

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; benzene;

DOI:10.1021/jo00181a043

Reference yield:

Boc-Lys(Z)-OH (2389-45-9) → Nε-(Benzyloxycarbonyl)-L-lysine 2-(Trimethylsilyl)ethyl Ester p-Toluenesulfonate (89106-04-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / 4-(dimethylamino)pyridine, N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 1) ice-bath, 1 h, 2) refrigerator, 3 d

2: 100 percent / benzene / 1 h / Heating

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; benzene;

DOI:10.1021/jo00181a043

upstream raw materials:

(S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoic acid 2-trimethylsilanyl-ethyl ester

toluene-4-sulfonic acid

2-(Trimethylsilyl)ethanol

Boc-Lys(Z)-OH

Downstream raw materials:

N^α-(tert-Butyloxycarbonyl)-N^ε-10-methylpteroyl)-L-γ-glutamyl>-L-lysyl-N^ε-(benzyloxycarbonyl)-L-lysyl-N^ε-(benzyloxycarbonyl)-L-lysine Benzyl (O^α-glu) 2-(Trimethylsilyl)ethyl (O^lys) Ester

N^α-(tert-Butyloxycarbonyl)-N^ε-10-methylpteroyl)-γ-L-glutamyl>-L-lysyl-N^ε-(benzyloxycarbonyl)-L-lysine Benzyl (O^α-glu) 2-(Trimethylsilyl)ethyl (O^lys) Ester

(S)-6-Benzyloxycarbonylamino-2-((S)-6-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-hexanoic acid 2-trimethylsilanyl-ethyl ester

Refernces