(R)-5-Guanidino-2-[(Z)-3-(4-hydroxy-phenyl)-acryloylamino]-pentanoic acid [2-(2-amino-ethoxy)-ethyl]-amide

Base Information

• Chemical Name: (R)-5-Guanidino-2-[(Z)-3-(4-hydroxy-phenyl)-acryloylamino]-pentanoic acid [2-(2-amino-ethoxy)-ethyl]-amide
• CAS No.: 632323-92-3
• Molecular Formula: C₁₉H₃₀N₆O₄
• Molecular Weight: 406.485
• Mol file: 632323-92-3.mol

Synonyms:(R)-5-Guanidino-2-[(Z)-3-(4-hydroxy-phenyl)-acryloylamino]-pentanoic acid [2-(2-amino-ethoxy)-ethyl]-amide

Chemical Property of (R)-5-Guanidino-2-[(Z)-3-(4-hydroxy-phenyl)-acryloylamino]-pentanoic acid [2-(2-amino-ethoxy)-ethyl]-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-5-Guanidino-2-[(Z)-3-(4-hydroxy-phenyl)-acryloylamino]-pentanoic acid [2-(2-amino-ethoxy)-ethyl]-amide

There total 6 articles about (R)-5-Guanidino-2-[(Z)-3-(4-hydroxy-phenyl)-acryloylamino]-pentanoic acid [2-(2-amino-ethoxy)-ethyl]-amide 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%

N-(2-(tert-butoxycarbonylamino)ethoxyethyl) Nα-cis-p-coumaroyl-D-arginine amide (632323-91-2) → (R)-5-Guanidino-2-[(Z)-3-(4-hydroxy-phenyl)-acryloylamino]-pentanoic acid [2-(2-amino-ethoxy)-ethyl]-amide (632323-92-3)

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran; water;

DOI:10.1016/S0040-4039(03)00376-9

Reference yield:

D-arginine (157-06-2,25212-18-4) → (R)-5-Guanidino-2-[(Z)-3-(4-hydroxy-phenyl)-acryloylamino]-pentanoic acid [2-(2-amino-ethoxy)-ethyl]-amide (632323-92-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 percent / aq. NaOH; aq. NaHCO₃

2: 85 percent / BOP; pyridine

3: 91 percent / H₂ / Pd/C / methanol

4: dimethylthiazolyl methylmorpholine / dimethylformamide; H₂O

5: 100 percent / TFA / tetrahydrofuran; H₂O

With pyridine; sodium hydroxide; dimethylthiazolyl methylmorpholine; hydrogen; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(03)00376-9

Reference yield:

Nα-Z-D-Arg (6382-93-0) → (R)-5-Guanidino-2-[(Z)-3-(4-hydroxy-phenyl)-acryloylamino]-pentanoic acid [2-(2-amino-ethoxy)-ethyl]-amide (632323-92-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / BOP; pyridine

2: 91 percent / H₂ / Pd/C / methanol

3: dimethylthiazolyl methylmorpholine / dimethylformamide; H₂O

4: 100 percent / TFA / tetrahydrofuran; H₂O

With pyridine; dimethylthiazolyl methylmorpholine; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(03)00376-9

upstream raw materials:

N-(2-(tert-butoxycarbonylamino)ethoxyethyl) N_α-cis-p-coumaroyl-D-arginine amide

D-arginine

N^α-Z-D-Arg

(Z)-p-coumaric acid