2-(4-{3-[3-(9,10-Dioxo-9,10-dihydro-anthracen-1-ylamino)-propylcarbamoyl]-propionylamino}-benzyl)-malonic acid di-tert-butyl ester

Base Information

• Chemical Name: 2-(4-{3-[3-(9,10-Dioxo-9,10-dihydro-anthracen-1-ylamino)-propylcarbamoyl]-propionylamino}-benzyl)-malonic acid di-tert-butyl ester
• CAS No.: 200942-38-7
• Molecular Formula: C₃₉H₄₅N₃O₈
• Molecular Weight: 683.802
• Mol file: 200942-38-7.mol

Synonyms:

Chemical Property of 2-(4-{3-[3-(9,10-Dioxo-9,10-dihydro-anthracen-1-ylamino)-propylcarbamoyl]-propionylamino}-benzyl)-malonic acid di-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-{3-[3-(9,10-Dioxo-9,10-dihydro-anthracen-1-ylamino)-propylcarbamoyl]-propionylamino}-benzyl)-malonic acid di-tert-butyl ester

There total 7 articles about 2-(4-{3-[3-(9,10-Dioxo-9,10-dihydro-anthracen-1-ylamino)-propylcarbamoyl]-propionylamino}-benzyl)-malonic acid di-tert-butyl ester 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:

t-butyl malonate (541-16-2) → 2-(4-{3-[3-(9,10-Dioxo-9,10-dihydro-anthracen-1-ylamino)-propylcarbamoyl]-propionylamino}-benzyl)-malonic acid di-tert-butyl ester (200942-38-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) TiCl₄, 2.) pyridine / 1.) THF, CCl₄, 0 deg C, 2 h, 2.) CCl₄, THF, room temp., 48 h

2: 91 percent / H₂ / 10percent Pd/C / methanol; acetic acid / 50 °C / 2068.6 Torr

3: 82 percent / ethyl acetate / 3 h / Heating

4: 1.) DCC, HOBt, 2.) DCC, HOBt, 4-dimethylaminopyridine / 1.) DMF, 0 deg C, 3 h, 2.) DMF, room temp., 4 d

With pyridine; dmap; hydrogen; titanium tetrachloride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; acetic acid; ethyl acetate;

DOI:10.1016/S0223-5234(99)80068-3

Reference yield:

4-nitrobenzaldehdye (555-16-8) → 2-(4-{3-[3-(9,10-Dioxo-9,10-dihydro-anthracen-1-ylamino)-propylcarbamoyl]-propionylamino}-benzyl)-malonic acid di-tert-butyl ester (200942-38-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) TiCl₄, 2.) pyridine / 1.) THF, CCl₄, 0 deg C, 2 h, 2.) CCl₄, THF, room temp., 48 h

2: 91 percent / H₂ / 10percent Pd/C / methanol; acetic acid / 50 °C / 2068.6 Torr

3: 82 percent / ethyl acetate / 3 h / Heating

4: 1.) DCC, HOBt, 2.) DCC, HOBt, 4-dimethylaminopyridine / 1.) DMF, 0 deg C, 3 h, 2.) DMF, room temp., 4 d

With pyridine; dmap; hydrogen; titanium tetrachloride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; acetic acid; ethyl acetate;

DOI:10.1016/S0223-5234(99)80068-3

Reference yield:

2-(4-Nitro-benzylidene)-malonic acid di-tert-butyl ester (200942-35-4) → 2-(4-{3-[3-(9,10-Dioxo-9,10-dihydro-anthracen-1-ylamino)-propylcarbamoyl]-propionylamino}-benzyl)-malonic acid di-tert-butyl ester (200942-38-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / H₂ / 10percent Pd/C / methanol; acetic acid / 50 °C / 2068.6 Torr

2: 82 percent / ethyl acetate / 3 h / Heating

3: 1.) DCC, HOBt, 2.) DCC, HOBt, 4-dimethylaminopyridine / 1.) DMF, 0 deg C, 3 h, 2.) DMF, room temp., 4 d

With dmap; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; acetic acid; ethyl acetate;

DOI:10.1016/S0223-5234(99)80068-3

upstream raw materials:

1-[(3-aminopropyl)amino]-9,10-anthracenedione

2-[4-(3-Carboxy-propionylamino)-benzyl]-malonic acid di-tert-butyl ester

t-butyl malonate

1-chloroanthracene-9,10-dione