N-[1-(1',3'-dioxyl-4',4',5',5'-tetramethyldihydroimidazol-2-yl)phenyl-4-yl]oxyacetyl-Ala-Arg(Tos)-Pro-Ala-Lys(Z)-OBzl

Base Information

• Chemical Name: N-[1-(1',3'-dioxyl-4',4',5',5'-tetramethyldihydroimidazol-2-yl)phenyl-4-yl]oxyacetyl-Ala-Arg(Tos)-Pro-Ala-Lys(Z)-OBzl
• CAS No.: 860020-53-7
• Molecular Formula: C₆₀H₇₈N₁₁O₁₄S
• Molecular Weight: 1209.41
• Mol file: 860020-53-7.mol

Synonyms:N-[1-(1',3'-dioxyl-4',4',5',5'-tetramethyldihydroimidazol-2-yl)phenyl-4-yl]oxyacetyl-Ala-Arg(Tos)-Pro-Ala-Lys(Z)-OBzl

Chemical Property of N-[1-(1',3'-dioxyl-4',4',5',5'-tetramethyldihydroimidazol-2-yl)phenyl-4-yl]oxyacetyl-Ala-Arg(Tos)-Pro-Ala-Lys(Z)-OBzl

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[1-(1',3'-dioxyl-4',4',5',5'-tetramethyldihydroimidazol-2-yl)phenyl-4-yl]oxyacetyl-Ala-Arg(Tos)-Pro-Ala-Lys(Z)-OBzl

There total 17 articles about N-[1-(1',3'-dioxyl-4',4',5',5'-tetramethyldihydroimidazol-2-yl)phenyl-4-yl]oxyacetyl-Ala-Arg(Tos)-Pro-Ala-Lys(Z)-OBzl 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: 92.0%

HCl*Ala-Arg(Tos)-Pro-Ala-Lys(Z)-OBzl + 1-(1',3'-dioxyl-4',4',5',5'-tetramethyldihydroimidazol-2'-yl)-phenyl-4-yloxylacetic acid (145757-48-8) → N-[1-(1',3'-dioxyl-4',4',5',5'-tetramethyldihydroimidazol-2-yl)phenyl-4-yl]oxyacetyl-Ala-Arg(Tos)-Pro-Ala-Lys(Z)-OBzl (860020-53-7)

Guidance literature:

HCl*Ala-Arg(Tos)-Pro-Ala-Lys(Z)-OBzl; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 ℃; for 24h;

1-(1',3'-dioxyl-4',4',5',5'-tetramethyldihydroimidazol-2'-yl)-phenyl-4-yloxylacetic acid; With 4-methyl-morpholine; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1021/jm050050k

Reference yield:

2-(4-hydroxyphenyl)-4,5-dihydro-4,4,5,5-tetramethyl-3-oxido-3-imidazolio-1-oxyl (38582-75-1) → N-[1-(1',3'-dioxyl-4',4',5',5'-tetramethyldihydroimidazol-2-yl)phenyl-4-yl]oxyacetyl-Ala-Arg(Tos)-Pro-Ala-Lys(Z)-OBzl (860020-53-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 90 percent / NaOEt / tetrahydrofuran / 5 h / 60 °C

2.1: 100 percent / aq. NaOH / methanol / 0.5 h / 20 °C

3.1: dicyclohexylcarbodiimide; HOBt / tetrahydrofuran / 24 h / 0 °C

3.2: 92 percent / N-methylmorpholine / tetrahydrofuran / 24 h / 20 °C

With sodium hydroxide; sodium ethanolate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol;

DOI:10.1021/jm050050k

Reference yield:

2,3-dimethyl-2,3-dinitrobutane (3964-18-9) → N-[1-(1',3'-dioxyl-4',4',5',5'-tetramethyldihydroimidazol-2-yl)phenyl-4-yl]oxyacetyl-Ala-Arg(Tos)-Pro-Ala-Lys(Z)-OBzl (860020-53-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 44 percent / aq. NH₄Cl; zinc / ethanol / 3 h / 20 °C

2.1: 51 percent / methanol / 8 h / 20 °C

3.1: 52 percent / lead dioxide / methanol / 0.67 h / 20 °C

4.1: 90 percent / NaOEt / tetrahydrofuran / 5 h / 60 °C

5.1: 100 percent / aq. NaOH / methanol / 0.5 h / 20 °C

6.1: dicyclohexylcarbodiimide; HOBt / tetrahydrofuran / 24 h / 0 °C

6.2: 92 percent / N-methylmorpholine / tetrahydrofuran / 24 h / 20 °C

With sodium hydroxide; sodium ethanolate; ammonium chloride; benzotriazol-1-ol; lead dioxide; dicyclohexyl-carbodiimide; zinc; In tetrahydrofuran; methanol; ethanol;

DOI:10.1021/jm050050k

upstream raw materials:

1-(1',3'-dioxyl-4',4',5',5'-tetramethyldihydroimidazol-2'-yl)-phenyl-4-yloxylacetic acid

2-(4-hydroxyphenyl)-4,5-dihydro-4,4,5,5-tetramethyl-3-oxido-3-imidazolio-1-oxyl

2,3-dimethyl-2,3-dinitrobutane

Boc-Lys(Z)-OH