N^α-BOC-N^ε-Z-Lys-Pro-OMe

Base Information

• Chemical Name: N^α-BOC-N^ε-Z-Lys-Pro-OMe
• CAS No.: 53195-68-9
• Molecular Formula: C₂₅H₃₇N₃O₇
• Molecular Weight: 491.585
• Mol file: 53195-68-9.mol

Synonyms:N^α-BOC-N^ε-Z-Lys-Pro-OMe

Chemical Property of N^α-BOC-N^ε-Z-Lys-Pro-OMe

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N^α-BOC-N^ε-Z-Lys-Pro-OMe

There total 12 articles about N^α-BOC-N^ε-Z-Lys-Pro-OMe 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: 90.0%

N-α-tert-butyloxycarbonyl-N-ε-benzyloxycarbonyl-lysine p-nitrophenyl ester (2389-46-0) + L-proline methyl ester monohydrochloride (2133-40-6) → Nα-BOC-Nε-Z-Lys-Pro-OMe (53195-68-9)

Guidance literature:

With triethylamine; In ethyl acetate; for 48h; Ambient temperature;

Reference yield: 76.0%

Boc-Lys(Z)-OH (2389-45-9) + (S)-pyrrolidine-2-carboxylic acid methyl ester hydrochloride → Nα-BOC-Nε-Z-Lys-Pro-OMe (53195-68-9)

Guidance literature:

With endo-N-hydroxy-5-norbornene-2,3-dicarboxyimide; N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide; In neat (no solvent); at 60 ℃; for 0.25h; Microwave irradiation; Green chemistry;

DOI:10.1039/c3ra46643d

Reference yield: 61.0%

Boc-Lys(Z)-OH (2389-45-9) + methyl (2S)-pyrrolidine carboxylate (2577-48-2) → Nα-BOC-Nε-Z-Lys-Pro-OMe (53195-68-9)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

DOI:10.1002/ejoc.201501495

upstream raw materials:

Boc-Lys(Z)-OH

L-proline methyl ester monohydrochloride

methyl (2S)-pyrrolidine carboxylate

N-α-tert-butyloxycarbonyl-N-ε-benzyloxycarbonyl-lysine p-nitrophenyl ester

Downstream raw materials:

Boc-Ile-Lys(Cbz)-Pro-OMe

Refernces

• 1、 Fanelli, Roberto,Floquet, Nicolas,Besserer-Offroy, élie,Delort, Bartholomé,Vivancos, Mélanie,Longpré, Jean-Michel,Renault, Pedro,Martinez, Jean,Sarret, Philippe,Cavelier, Florine. "Use of Molecular Modeling to Design Selective NTS2 Neurotensin Analogues". . p. 3303 - 3313. Retrieved 2017/05/05.
• 2、 Mahindra, Amit,Patel, Neha,Bagra, Nitin,Jain, Rahul. "Solvent-free peptide synthesis assisted by microwave irradiation: Environmentally benign synthesis of bioactive peptides". . p. 3065 - 3069. Retrieved 2014/01/06.