(S)-tert-butyl (1-benzyl-3-(2,4-dioxopentan-3-yl)-2-oxoindolin-3-yl)carbamate

Base Information

• Chemical Name: (S)-tert-butyl (1-benzyl-3-(2,4-dioxopentan-3-yl)-2-oxoindolin-3-yl)carbamate
• CAS No.: 1373942-93-8
• Molecular Formula: C₂₅H₂₈N₂O₅
• Molecular Weight: 436.508
• Mol file: 1373942-93-8.mol

Synonyms:(S)-tert-butyl (1-benzyl-3-(2,4-dioxopentan-3-yl)-2-oxoindolin-3-yl)carbamate

Chemical Property of (S)-tert-butyl (1-benzyl-3-(2,4-dioxopentan-3-yl)-2-oxoindolin-3-yl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl (1-benzyl-3-(2,4-dioxopentan-3-yl)-2-oxoindolin-3-yl)carbamate

There total 4 articles about (S)-tert-butyl (1-benzyl-3-(2,4-dioxopentan-3-yl)-2-oxoindolin-3-yl)carbamate 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: 96.0%

(E)-tert-butyl (1-benzyl-2-oxoindolin-3-ylidene)carbamate + acetylacetone (123-54-6,81235-32-7) → (S)-tert-butyl (1-benzyl-3-(2,4-dioxopentan-3-yl)-2-oxoindolin-3-yl)carbamate (1373942-93-8)

Guidance literature:

With C₃₄H₃₉N₃O₃; In diethyl ether; at 20 ℃; for 4.5h; stereoselective reaction;

DOI:10.1016/j.tetlet.2017.12.081

Reference yield: 96.0%

tert-butyl (1-benzyl-2-oxoindolin-3-ylidene)carbamate (1373942-84-7) + acetylacetone (123-54-6,81235-32-7) → (S)-tert-butyl (1-benzyl-3-(2,4-dioxopentan-3-yl)-2-oxoindolin-3-yl)carbamate (1373942-93-8)

Guidance literature:

With C₃₃H₃₀F₆N₄O₃; In dichloromethane; at 20 ℃; for 12h; enantioselective reaction;

DOI:10.1039/c6ra16877a

Reference yield:

1-benzylisatin (1217-89-6) + triphenyl(t-butoxycarbonylimino)phosphorane (68014-21-1) → (S)-tert-butyl (1-benzyl-3-(2,4-dioxopentan-3-yl)-2-oxoindolin-3-yl)carbamate (1373942-93-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,4-dioxane / Inert atmosphere; Reflux

2: QD-4 / toluene / 8 h / 0 °C

With QD-4; In 1,4-dioxane; toluene; 1: Aza-Wittig reaction;

DOI:10.1021/ol3007953

upstream raw materials:

tert-butyl (1-benzyl-2-oxoindolin-3-ylidene)carbamate

acetylacetone

1-benzylisatin

triphenyl(t-butoxycarbonylimino)phosphorane