N^ε,N^ε-bis(benzyloxycarbonyl)-L-lysyl-L-lysine methyl ester trifluoroacetate

Base Information

• Chemical Name: N^ε,N^ε-bis(benzyloxycarbonyl)-L-lysyl-L-lysine methyl ester trifluoroacetate
• CAS No.: 38126-39-5
• Molecular Formula: C₂HF₃O₂*C₂₉H₄₀N₄O₇
• Molecular Weight: 670.683
• Mol file: 38126-39-5.mol

Synonyms:N^ε,N^ε-bis(benzyloxycarbonyl)-L-lysyl-L-lysine methyl ester trifluoroacetate

Chemical Property of N^ε,N^ε-bis(benzyloxycarbonyl)-L-lysyl-L-lysine methyl ester trifluoroacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N^ε,N^ε-bis(benzyloxycarbonyl)-L-lysyl-L-lysine methyl ester trifluoroacetate

There total 4 articles about N^ε,N^ε-bis(benzyloxycarbonyl)-L-lysyl-L-lysine methyl ester trifluoroacetate 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: 89.0%

Boc-Lys(Z)-Lys(Z)-OMe (27317-68-6) + trifluoroacetic acid (76-05-1) → Nε,Nε-bis(benzyloxycarbonyl)-L-lysyl-L-lysine methyl ester trifluoroacetate (38126-39-5)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c01241

Reference yield:

N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → Nε,Nε-bis(benzyloxycarbonyl)-L-lysyl-L-lysine methyl ester trifluoroacetate (38126-39-5)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / methanol / 16 h / 0 - 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / dichloromethane; water / 16 h / 0 - 20 °C / Inert atmosphere

3: dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

With thionyl chloride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; water;

DOI:10.1021/acs.jmedchem.1c01241

Reference yield:

methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride (27894-50-4) → Nε,Nε-bis(benzyloxycarbonyl)-L-lysyl-L-lysine methyl ester trifluoroacetate (38126-39-5)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / dichloromethane; water / 16 h / 0 - 20 °C / Inert atmosphere

2: dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; water;

DOI:10.1021/acs.jmedchem.1c01241

upstream raw materials:

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

Boc-Lys(Z)-OH

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

trifluoroacetic acid

Downstream raw materials:

C₆₂H₈₄N₈O₁₅

N^α-benzyloxycarbonyl-DL-β-(1-uracilyl)-α-alanyl-N^ε-benzyloxycarbonyl-L-lysyl-N^ε-benzyloxycarbonyl-L-lysine methyl ester