methyl 3-(tert-butyl((E)-3-(2,2-diphenylcyclopropyl)-2-propenyl)amino)-3-oxopropanoate

Base Information

• Chemical Name: methyl 3-(tert-butyl((E)-3-(2,2-diphenylcyclopropyl)-2-propenyl)amino)-3-oxopropanoate
• CAS No.: 936140-32-8
• Molecular Formula: C₂₆H₃₁NO₃
• Molecular Weight: 405.537
• Mol file: 936140-32-8.mol

Synonyms:methyl 3-(tert-butyl((E)-3-(2,2-diphenylcyclopropyl)-2-propenyl)amino)-3-oxopropanoate

Chemical Property of methyl 3-(tert-butyl((E)-3-(2,2-diphenylcyclopropyl)-2-propenyl)amino)-3-oxopropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-(tert-butyl((E)-3-(2,2-diphenylcyclopropyl)-2-propenyl)amino)-3-oxopropanoate

There total 10 articles about methyl 3-(tert-butyl((E)-3-(2,2-diphenylcyclopropyl)-2-propenyl)amino)-3-oxopropanoate 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: 75.0%

(E)-N-tert-butyl-3-(2,2-diphenylcyclopropyl)prop-2-en-1-amine (936140-31-7) + monomethyl monopotassium malonate (38330-80-2) → methyl 3-(tert-butyl((E)-3-(2,2-diphenylcyclopropyl)-2-propenyl)amino)-3-oxopropanoate (936140-32-8)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃;

DOI:10.1080/00397910600977574

Reference yield:

benzophenone (119-61-9) → methyl 3-(tert-butyl((E)-3-(2,2-diphenylcyclopropyl)-2-propenyl)amino)-3-oxopropanoate (936140-32-8)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 100 percent / hydrazine hydrate / ethanol / 12 h / Heating

2.1: yellow mercury(II) oxide / petroleum ether / 10 h / 20 °C

3.1: 3.23 g / petroleum ether / 4 h / 50 °C

4.1: 71 percent / lithium aluminium hydride / tetrahydrofuran / 2.5 h / Heating

5.1: 83 percent / o-iodoxybenzoic acid / ethyl acetate / 2 h / 80 °C

6.1: sodium hydride / various solvent(s); tetrahydrofuran / 0.5 h / 20 °C

6.2: 82 percent / tetrahydrofuran; various solvent(s) / 12 h / 20 °C

7.1: 100 percent / DIBAL-H / toluene; tetrahydrofuran / 3 h / -78 °C

8.1: N-bromosuccinimide; triphenylphosphine / tetrahydrofuran / 0.08 h / -20 °C

8.2: 91 percent / tetrahydrofuran / 20 °C

9.1: 75 percent / EDCI*HCl; N-hydroxybenzotriazole / CH₂Cl₂ / 20 °C

With N-Bromosuccinimide; lithium aluminium tetrahydride; sodium hydride; diisobutylaluminium hydride; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; mercury(II) oxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; toluene; Petroleum ether; 6.2: Horner-Wadsworth-Emmons reaction;

DOI:10.1080/00397910600977574

Reference yield:

(E)-3-(2,2-diphenylcyclopropyl)prop-2-en-1-ol (936140-30-6) → methyl 3-(tert-butyl((E)-3-(2,2-diphenylcyclopropyl)-2-propenyl)amino)-3-oxopropanoate (936140-32-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-bromosuccinimide; triphenylphosphine / tetrahydrofuran / 0.08 h / -20 °C

1.2: 91 percent / tetrahydrofuran / 20 °C

2.1: 75 percent / EDCI*HCl; N-hydroxybenzotriazole / CH₂Cl₂ / 20 °C

With N-Bromosuccinimide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1080/00397910600977574

upstream raw materials:

(E)-N-tert-butyl-3-(2,2-diphenylcyclopropyl)prop-2-en-1-amine

monomethyl monopotassium malonate

(E)-3-(2,2-diphenylcyclopropyl)prop-2-en-1-ol

ethyl (E)-3-(2,2-diphenylcyclopropyl)acrylate