NH₂-(Boc)Lys-NMe-D-Phe-Phe-(Cbz)Lys-Leu-OH

Base Information

• Chemical Name: NH₂-(Boc)Lys-NMe-D-Phe-Phe-(Cbz)Lys-Leu-OH
• CAS No.: 1321841-92-2
• Molecular Formula: C₅₀H₇₁N₇O₁₀
• Molecular Weight: 930.155
• Mol file: 1321841-92-2.mol

Synonyms:NH₂-(Boc)Lys-NMe-D-Phe-Phe-(Cbz)Lys-Leu-OH

Chemical Property of NH₂-(Boc)Lys-NMe-D-Phe-Phe-(Cbz)Lys-Leu-OH

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of NH₂-(Boc)Lys-NMe-D-Phe-Phe-(Cbz)Lys-Leu-OH

There total 1 articles about NH₂-(Boc)Lys-NMe-D-Phe-Phe-(Cbz)Lys-Leu-OH 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:

2-chlorotrityl-leucine resin + Fmoc-Lys(Z)-OH (86060-82-4,110990-07-3) + N-Fmoc L-Phe (35661-40-6) + Fmoc-Lys(tert-butoxycarbonyl) (71989-26-9) + (2R)-2-(N-(((9H-fluoren-9-yl)methoxy)carbonyl)-N-methylamino)-3-phenyl-propionic acid (138775-05-0,1362858-91-0) → NH2-(Boc)Lys-NMe-D-Phe-Phe-(Cbz)Lys-Leu-OH (1321841-92-2)

Guidance literature:

2-chlorotrityl-leucine resin; Fmoc-Lys(Z)-OH; With benzotriazol-1-ol; diisopropyl-carbodiimide; In N,N-dimethyl-formamide; solid phase reaction;

With piperidine; In N,N-dimethyl-formamide; solid phase reaction;

N-Fmoc L-Phe; Fmoc-Lys(tert-butoxycarbonyl); (2R)-2-(N-(((9H-fluoren-9-yl)methoxy)carbonyl)-N-methylamino)-3-phenyl-propionic acid; Further stages;

DOI:10.1016/j.bmcl.2011.06.083

Reference yield: 10.0%

NH2-(Boc)Lys-NMe-D-Phe-Phe-(Cbz)Lys-Leu-OH (1321841-92-2) → macrocycle (Boc)Lys-NMe-D-Phe-Phe-(Cbz)Lys-Leu (1321841-94-4)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; HATU; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In dichloromethane; acetonitrile;

DOI:10.1016/j.bmcl.2011.06.083

Reference yield:

NH2-(Boc)Lys-NMe-D-Phe-Phe-(Cbz)Lys-Leu-OH (1321841-92-2) → macrocycle Phe-N-Me-D-Phe-Lys(Peg-biotin)-Leu-Lys(Cbz)

Guidance literature:

Multi-step reaction with 3 steps

1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; HATU; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one / dichloromethane; acetonitrile

2: trifluoroacetic acid / dichloromethane

3: N-ethyl-N,N-diisopropylamine / dichloromethane

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In dichloromethane; acetonitrile;

DOI:10.1016/j.bmcl.2011.06.083

upstream raw materials:

Fmoc-Lys(Z)-OH

N-Fmoc L-Phe

Fmoc-Lys(tert-butoxycarbonyl)

(2R)-2-(N-(((9H-fluoren-9-yl)methoxy)carbonyl)-N-methylamino)-3-phenyl-propionic acid

Downstream raw materials:

macrocycle (Boc)Lys-NMe-D-Phe-Phe-(Cbz)Lys-Leu

macrocycle Lys-NMe-D-Phe-Phe-(Cbz)Lys-Leu