Nδ-Boc-Orn(Nα-4''-hexyloxy-terphenyl-4-formyl)-Val-Pro-OMe

Base Information

• Chemical Name: Nδ-Boc-Orn(Nα-4''-hexyloxy-terphenyl-4-formyl)-Val-Pro-OMe
• CAS No.: 1334511-83-9
• Molecular Formula: C₄₆H₆₂N₄O₈
• Molecular Weight: 799.02
• Mol file: 1334511-83-9.mol

Synonyms:Nδ-Boc-Orn(Nα-4''-hexyloxy-terphenyl-4-formyl)-Val-Pro-OMe

Chemical Property of Nδ-Boc-Orn(Nα-4''-hexyloxy-terphenyl-4-formyl)-Val-Pro-OMe

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Nδ-Boc-Orn(Nα-4''-hexyloxy-terphenyl-4-formyl)-Val-Pro-OMe

There total 10 articles about Nδ-Boc-Orn(Nα-4''-hexyloxy-terphenyl-4-formyl)-Val-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:

4-bromo-4'-hydroxybiphenyl (29558-77-8) → Nδ-Boc-Orn(Nα-4''-hexyloxy-terphenyl-4-formyl)-Val-Pro-OMe (1334511-83-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium carbonate / butanone / 8 h / Reflux

2.1: n-butyllithium / tert-butyl methyl ether / 2 h / -20 °C / Inert atmosphere

2.2: -60 - 20 °C / Inert atmosphere

2.3: 0.17 h / 20 °C

3.1: palladium diacetate; sodium carbonate; triphenylphosphine / water; isopropyl alcohol; toluene / 4 h / Inert atmosphere; Reflux

4.1: cetyltrimethylammonim bromide; potassium hydroxide / 5,5-dimethyl-1,3-cyclohexadiene; water / 3 h / Reflux

4.2: pH 1

5.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 48 h

6.1: N,N-dimethyl-formamide / 24 h / 20 °C

With dmap; n-butyllithium; cetyltrimethylammonim bromide; palladium diacetate; sodium carbonate; potassium carbonate; dicyclohexyl-carbodiimide; triphenylphosphine; potassium hydroxide; In 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; tert-butyl methyl ether; water; N,N-dimethyl-formamide; isopropyl alcohol; toluene; butanone; 3.1: Suzuki coupling;

DOI:10.1016/j.tet.2012.02.015

Reference yield:

C31H29N3O3 + C21H38N4O6 → Nδ-Boc-Orn(Nα-4''-hexyloxy-terphenyl-4-formyl)-Val-Pro-OMe (1334511-83-9)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2012.02.015

Reference yield:

1-bromo-hexane (111-25-1) → Nδ-Boc-Orn(Nα-4''-hexyloxy-terphenyl-4-formyl)-Val-Pro-OMe (1334511-83-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium carbonate / butanone / 8 h / Reflux

2.1: n-butyllithium / tert-butyl methyl ether / 2 h / -20 °C / Inert atmosphere

2.2: -60 - 20 °C / Inert atmosphere

2.3: 0.17 h / 20 °C

3.1: palladium diacetate; sodium carbonate; triphenylphosphine / water; isopropyl alcohol; toluene / 4 h / Inert atmosphere; Reflux

4.1: cetyltrimethylammonim bromide; potassium hydroxide / 5,5-dimethyl-1,3-cyclohexadiene; water / 3 h / Reflux

4.2: pH 1

5.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 48 h

6.1: N,N-dimethyl-formamide / 24 h / 20 °C

With dmap; n-butyllithium; cetyltrimethylammonim bromide; palladium diacetate; sodium carbonate; potassium carbonate; dicyclohexyl-carbodiimide; triphenylphosphine; potassium hydroxide; In 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; tert-butyl methyl ether; water; N,N-dimethyl-formamide; isopropyl alcohol; toluene; butanone; 3.1: Suzuki coupling;

DOI:10.1016/j.tet.2012.02.015

upstream raw materials:

Nδ-Boc-Orn(Nα-Fmoc)-Val-Pro-OMe

t-Boc-L-valine

1-bromo-hexane

4-bromo-4'-hydroxybiphenyl

Downstream raw materials:

cyclo-[Orn(Nα-4''-hexyloxy-terphenyl-4-formyl)-Val-Pro-hTyr-Orn(Nδ-Cbz)-Pro(4S-N3)]