tri-tert-butyl 2,2′,2″-(10-((R)-1-(tert-butoxy)-1,5-dioxo-5-(((R)-1-phenylethyl)amino)pentan-2-yl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate

Base Information

• Chemical Name: tri-tert-butyl 2,2′,2″-(10-((R)-1-(tert-butoxy)-1,5-dioxo-5-(((R)-1-phenylethyl)amino)pentan-2-yl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate
• CAS No.: 817562-92-8
• Molecular Formula: C₄₃H₇₃N₅O₉
• Molecular Weight: 804.081
• Mol file: 817562-92-8.mol

Synonyms:

Chemical Property of tri-tert-butyl 2,2′,2″-(10-((R)-1-(tert-butoxy)-1,5-dioxo-5-(((R)-1-phenylethyl)amino)pentan-2-yl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tri-tert-butyl 2,2′,2″-(10-((R)-1-(tert-butoxy)-1,5-dioxo-5-(((R)-1-phenylethyl)amino)pentan-2-yl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate

There total 9 articles about tri-tert-butyl 2,2′,2″-(10-((R)-1-(tert-butoxy)-1,5-dioxo-5-(((R)-1-phenylethyl)amino)pentan-2-yl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate 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:

(R)-1-phenyl-ethyl-amine (3886-69-9) → tri-tert-butyl 2,2′,2″-(10-((R)-1-(tert-butoxy)-1,5-dioxo-5-(((R)-1-phenylethyl)amino)pentan-2-yl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate (817562-92-8)

Guidance literature:

2-(R)-2-(4,7,10-tris-tert-butoxycarbonylmethyl-1,4,7,10-tetraazacyclododec-1-yl)-pentanedioic acid, 1-tert-butyl ester; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; for 2h;

(R)-1-phenyl-ethyl-amine; With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 5h; Product distribution / selectivity;

Reference yield:

1-(tert-butyl) 5-methyl (R)-2-(1,4,7,10-tetraazacyclododecan-1-yl)pentanedioate → tri-tert-butyl 2,2′,2″-(10-((R)-1-(tert-butoxy)-1,5-dioxo-5-(((R)-1-phenylethyl)amino)pentan-2-yl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate (817562-92-8)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / acetonitrile / 0 - 20 °C

2: sodium hydroxide / methanol / 2 h / 20 °C

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1 h / 0 °C

With potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In methanol; dichloromethane; acetonitrile;

DOI:10.1021/acs.molpharmaceut.0c00777

Reference yield:

1-(tert-butyl) 5-methyl (S)-2-hydroxypentanedioate → tri-tert-butyl 2,2′,2″-(10-((R)-1-(tert-butoxy)-1,5-dioxo-5-(((R)-1-phenylethyl)amino)pentan-2-yl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate (817562-92-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C

2.1: potassium carbonate / acetonitrile / 0.17 h / 20 °C

2.2: 50 °C

3.1: potassium carbonate / acetonitrile / 0 - 20 °C

4.1: sodium hydroxide / methanol / 2 h / 20 °C

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1 h / 0 °C

With potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In methanol; dichloromethane; acetonitrile;

DOI:10.1021/acs.molpharmaceut.0c00777

upstream raw materials:

(R)-1-phenyl-ethyl-amine

(2R)-2-[4,7,10-tris(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododec-1-yl]pentanedioic acid 1-tert-butyl ester 5-pentafluorophenyl ester

(2S)-tetrahydro-5-oxofuran-2-carboxylic acid

L-glutamic acid