(E)-benzyl 2-(2-oxo-1-(phenylcarbamoyl)indolin-3-ylidene)acetate

Base Information

• Chemical Name: (E)-benzyl 2-(2-oxo-1-(phenylcarbamoyl)indolin-3-ylidene)acetate
• CAS No.: 1279575-16-4
• Molecular Formula: C₂₄H₁₈N₂O₄
• Molecular Weight: 398.418
• Mol file: 1279575-16-4.mol

Synonyms:(E)-benzyl 2-(2-oxo-1-(phenylcarbamoyl)indolin-3-ylidene)acetate

Chemical Property of (E)-benzyl 2-(2-oxo-1-(phenylcarbamoyl)indolin-3-ylidene)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-benzyl 2-(2-oxo-1-(phenylcarbamoyl)indolin-3-ylidene)acetate

There total 1 articles about (E)-benzyl 2-(2-oxo-1-(phenylcarbamoyl)indolin-3-ylidene)acetate 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: 55.0%

2,3-dioxo-N-phenyl-1-indolinecarboxamide (53460-45-0) + (carbobenzyloxymethylene)triphenylphosphorane (15097-38-8) → (E)-benzyl 2-(2-oxo-1-(phenylcarbamoyl)indolin-3-ylidene)acetate (1279575-16-4)

Guidance literature:

In chloroform; at 22 ℃; for 0.5h;

DOI:10.1021/ja110147w

Reference yield: 84.0%

methyl 2-(((tertbutoxycarbonyl)oxy)(4-chlorophenyl)methyl)acrylate (1132641-29-2) + (E)-benzyl 2-(2-oxo-1-(phenylcarbamoyl)indolin-3-ylidene)acetate (1279575-16-4) → (1S,4R,5S)-5-benzyl 3-methyl 4-(4-chlorophenyl)-2'-oxo-1'-(phenylcarbamoyl)spiro[cyclopent[2]ene-1,3'-indoline]-3,5-dicarboxylate (1279575-59-5)

Guidance literature:

With (+)-Ph-BPE; In dichloromethane; at 22 ℃; for 2h; optical yield given as %ee; stereoselective reaction;

DOI:10.1021/ja110147w

Reference yield:

methyl 2-(((tertbutoxycarbonyl)oxy)(4-chlorophenyl)methyl)acrylate (1132641-29-2) + (E)-benzyl 2-(2-oxo-1-(phenylcarbamoyl)indolin-3-ylidene)acetate (1279575-16-4) → 5-benzyl 3-methyl 4-(4-chlorophenyl)-2'-oxo-1'-(phenylcarbamoyl)spiro[cyclopent[2]ene-1,3'-indoline]-3,5-dicarboxylate

Guidance literature:

With (+)/(-)-Ph-BPE; In dichloromethane; stereoselective reaction;

DOI:10.1021/ja110147w

upstream raw materials:

2,3-dioxo-N-phenyl-1-indolinecarboxamide

(carbobenzyloxymethylene)triphenylphosphorane

Downstream raw materials:

(1S,4R,5S)-5-benzyl 3-methyl 4-(4-chlorophenyl)-2'-oxo-1'-(phenylcarbamoyl)spiro[cyclopent[2]ene-1,3'-indoline]-3,5-dicarboxylate