(S)-tert-butyl 6-(5-(4-iodophenyl)-1H-imidazol-2-yl)-5-azaspiro[2.4]heptane-5-carboxylate

Base Information

• Chemical Name: (S)-tert-butyl 6-(5-(4-iodophenyl)-1H-imidazol-2-yl)-5-azaspiro[2.4]heptane-5-carboxylate
• CAS No.: 1430105-00-2
• Molecular Formula: C₂₀H₂₄IN₃O₂
• Molecular Weight: 465.334
• Mol file: 1430105-00-2.mol

Synonyms:(S)-tert-butyl 6-(5-(4-iodophenyl)-1H-imidazol-2-yl)-5-azaspiro[2.4]heptane-5-carboxylate

Chemical Property of (S)-tert-butyl 6-(5-(4-iodophenyl)-1H-imidazol-2-yl)-5-azaspiro[2.4]heptane-5-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl 6-(5-(4-iodophenyl)-1H-imidazol-2-yl)-5-azaspiro[2.4]heptane-5-carboxylate

There total 11 articles about (S)-tert-butyl 6-(5-(4-iodophenyl)-1H-imidazol-2-yl)-5-azaspiro[2.4]heptane-5-carboxylate 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:

(S)-Pyroglutaminol (17342-08-4) → (S)-tert-butyl 6-(5-(4-iodophenyl)-1H-imidazol-2-yl)-5-azaspiro[2.4]heptane-5-carboxylate (1430105-00-2)

Guidance literature:

Multi-step reaction with 10 steps

1.1: toluene-4-sulfonic acid / toluene / Reflux; Dean-Stark

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -50 - -40 °C

2.2: 0.5 h / -55 - -45 °C

3.1: potassium hydrogencarbonate / methanol; water / 10 - 50 °C

4.1: potassium tert-butylate / tetrahydrofuran / 1 h / 10 - 60 °C

4.2: 10 - 60 °C

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 50 - 60 °C

6.1: palladium 10% on activated carbon; ammonium formate / methanol; water / 10 - 50 °C / Inert atmosphere

7.1: dichloromethane / 20 - 45 °C

7.2: 20 °C

8.1: Jones reagent / acetone / 2 h / 0 - 37 °C

9.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 0.25 h / 20 °C

10.1: ammonium acetate / toluene / 8.5 h / 95 - 100 °C

With lithium aluminium tetrahydride; Jones reagent; palladium 10% on activated carbon; potassium tert-butylate; ammonium acetate; ammonium formate; potassium hydrogencarbonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water; acetone; toluene; acetonitrile;

Reference yield:

C20H24INO5 (1430104-98-5) → (S)-tert-butyl 6-(5-(4-iodophenyl)-1H-imidazol-2-yl)-5-azaspiro[2.4]heptane-5-carboxylate (1430105-00-2)

Guidance literature:

With ammonium acetate; In toluene; at 95 - 100 ℃; for 8.5h;

Reference yield:

((S)-(5-benzyl-5-azaspiro[2.4]heptan-6-yl)methanol) (1431322-85-8) → (S)-tert-butyl 6-(5-(4-iodophenyl)-1H-imidazol-2-yl)-5-azaspiro[2.4]heptane-5-carboxylate (1430105-00-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: palladium 10% on activated carbon; ammonium formate / methanol; water / 10 - 50 °C / Inert atmosphere

2.1: dichloromethane / 20 - 45 °C

2.2: 20 °C

3.1: Jones reagent / acetone / 2 h / 0 - 37 °C

4.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 0.25 h / 20 °C

5.1: ammonium acetate / toluene / 8.5 h / 95 - 100 °C

With Jones reagent; palladium 10% on activated carbon; ammonium acetate; ammonium formate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; water; acetone; toluene; acetonitrile;

upstream raw materials:

(3R,7aS)-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one

(3R,7aS)-6-methylene-3-phenyltetrahydropyrrolo[1,2-c]oxazol-5(1H)-one

(3’R,7a’S)-3’-phenyldihydro-1‘H-spiro[cyclopropane-1,6’-pyrrolo[1,2-c][1,3]oxazol]-5’-one

((S)-(5-benzyl-5-azaspiro[2.4]heptan-6-yl)methanol)

Refernces