(S)-N-((S)-1-hydroxy-4-methylpentan-2-yl)-2,13-dioxo-1¹H-6-oxa-12-aza-1(2,5)-pyrrola-5(1,4)-benzenacyclotridecaphane-11-carboxamide

Base Information

• Chemical Name: (S)-N-((S)-1-hydroxy-4-methylpentan-2-yl)-2,13-dioxo-1¹H-6-oxa-12-aza-1(2,5)-pyrrola-5(1,4)-benzenacyclotridecaphane-11-carboxamide
• CAS No.: 1610043-17-8
• Molecular Formula: C₂₆H₃₅N₃O₅
• Molecular Weight: 469.581
• Mol file: 1610043-17-8.mol

Synonyms:(S)-N-((S)-1-hydroxy-4-methylpentan-2-yl)-2,13-dioxo-1¹H-6-oxa-12-aza-1(2,5)-pyrrola-5(1,4)-benzenacyclotridecaphane-11-carboxamide

Chemical Property of (S)-N-((S)-1-hydroxy-4-methylpentan-2-yl)-2,13-dioxo-1¹H-6-oxa-12-aza-1(2,5)-pyrrola-5(1,4)-benzenacyclotridecaphane-11-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-((S)-1-hydroxy-4-methylpentan-2-yl)-2,13-dioxo-1¹H-6-oxa-12-aza-1(2,5)-pyrrola-5(1,4)-benzenacyclotridecaphane-11-carboxamide

There total 1 articles about (S)-N-((S)-1-hydroxy-4-methylpentan-2-yl)-2,13-dioxo-1¹H-6-oxa-12-aza-1(2,5)-pyrrola-5(1,4)-benzenacyclotridecaphane-11-carboxamide 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:

3-(4-hydroxyphenyl)propionic acid methyl ester (5597-50-2) → (S)-N-((S)-1-hydroxy-4-methylpentan-2-yl)-2,13-dioxo-11H-6-oxa-12-aza-1(2,5)-pyrrola-5(1,4)-benzenacyclotridecaphane-11-carboxamide (1610043-17-8)

Guidance literature:

Multi-step reaction with 10 steps

1.1: potassium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

2.1: lithium hydroxide / tetrahydrofuran; water / 3.5 h / 40 °C

3.1: thionyl chloride / dichloromethane / 18.17 h / 0 - 40 °C

4.1: ytterbium(III) triflate / nitromethane / 21 h / 20 °C

5.1: potassium hydroxide / tetrahydrofuran; water / 18 h / 40 - 50 °C

6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.08 h / 20 °C / Inert atmosphere

6.2: 18 h / Inert atmosphere

7.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 0.5 h / 45 °C / Inert atmosphere

7.2: 18 h / 45 °C / Inert atmosphere

8.1: palladium 10% on activated carbon; hydrogen / dichloromethane / 18 h / 20 °C / 760.05 Torr

9.1: sodium hydroxide / tetrahydrofuran; water / 18 h / 20 °C

10.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.08 h / 20 °C / Inert atmosphere

10.2: 18 h / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; thionyl chloride; palladium 10% on activated carbon; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium hydroxide; sodium hydroxide; lithium hydroxide; ytterbium(III) triflate; In tetrahydrofuran; nitromethane; dichloromethane; water; N,N-dimethyl-formamide; 4.1: |Friedel-Crafts Acylation;

DOI:10.1002/anie.201404301

upstream raw materials:

3-(4-hydroxyphenyl)propionic acid methyl ester