(E)-tert-butyl 2-oxo-3-(2-oxo-2-phenylethylidene)indoline-1-carboxylate

Base Information

• Chemical Name: (E)-tert-butyl 2-oxo-3-(2-oxo-2-phenylethylidene)indoline-1-carboxylate
• CAS No.: 1279108-46-1
• Molecular Formula: C₂₁H₁₉NO₄
• Molecular Weight: 349.386
• Mol file: 1279108-46-1.mol

Synonyms:(E)-tert-butyl 2-oxo-3-(2-oxo-2-phenylethylidene)indoline-1-carboxylate

Chemical Property of (E)-tert-butyl 2-oxo-3-(2-oxo-2-phenylethylidene)indoline-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-tert-butyl 2-oxo-3-(2-oxo-2-phenylethylidene)indoline-1-carboxylate

There total 4 articles about (E)-tert-butyl 2-oxo-3-(2-oxo-2-phenylethylidene)indoline-1-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: 62.0%

(Benzoylmethylene)triphenylphosphorane (20913-05-7,859-65-4) + 1-tert-butoxycarbonylisatin (160858-75-3) → (E)-tert-butyl 2-oxo-3-(2-oxo-2-phenylethylidene)indoline-1-carboxylate (1279108-46-1)

Guidance literature:

In chloroform;

DOI:10.1021/acs.orglett.8b02361

Reference yield:

(E)-3-(2-oxo-2-phenylethylidene)indolin-2-one (31541-36-3,34880-79-0,56680-29-6) + di-tert-butyl dicarbonate (24424-99-5) → (E)-tert-butyl 2-oxo-3-(2-oxo-2-phenylethylidene)indoline-1-carboxylate (1279108-46-1)

Guidance literature:

With dmap; In acetonitrile; at 20 ℃;

DOI:10.1021/ja3068269

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (E)-tert-butyl 2-oxo-3-(2-oxo-2-phenylethylidene)indoline-1-carboxylate (1279108-46-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap / tetrahydrofuran / 2 h / 20 °C

2: chloroform

With dmap; In tetrahydrofuran; chloroform; 2: |Wittig Olefination;

DOI:10.1021/acs.orglett.8b02361

upstream raw materials:

(E)-3-(2-oxo-2-phenylethylidene)indolin-2-one

di-tert-butyl dicarbonate

indole-2,3-dione

(Benzoylmethylene)triphenylphosphorane

Downstream raw materials:

(1R,2S,3S,4S)-tert-butyl 3-benzoyl-6-(tert-butyldimethylsilyloxy)-5-((E)-4-ethoxy-4-oxobut-2-enyl)-2'-oxospiro[bicyclo[2.2.2]oct[5]ene-2,3'-indoline]-1'-carboxylate