(S)-tert-butyl (1-benzyl-3-(nitromethyl)-2-oxoindolin-3-yl)carbamate

Base Information

• Chemical Name: (S)-tert-butyl (1-benzyl-3-(nitromethyl)-2-oxoindolin-3-yl)carbamate
• CAS No.: 1620006-72-5
• Molecular Formula: C₂₁H₂₃N₃O₅
• Molecular Weight: 397.431
• Mol file: 1620006-72-5.mol

Synonyms:(S)-tert-butyl (1-benzyl-3-(nitromethyl)-2-oxoindolin-3-yl)carbamate

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

There total 5 articles about (S)-tert-butyl (1-benzyl-3-(nitromethyl)-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: 79.0%

nitromethane (75-52-5) + tert-butyl (1-benzyl-2-oxoindolin-3-ylidene)carbamate (1373942-84-7) → (S)-tert-butyl (1-benzyl-3-(nitromethyl)-2-oxoindolin-3-yl)carbamate (1620006-72-5)

Guidance literature:

With copper(II) tetrafluoroborate monohydrate; (S,S)-2,2'-isopropylidenebis(4-phenyl-2-oxazoline); diisopropylamine; In tetrahydrofuran; at 20 ℃; for 16h; enantioselective reaction; Inert atmosphere;

DOI:10.1039/c4cc04051a

Reference yield: 77.0%

nitromethane (75-52-5) + tert-butyl (1-benzyl-2-oxoindolin-3-ylidene)carbamate (1373942-84-7) → (S)-tert-butyl (1-benzyl-3-(nitromethyl)-2-oxoindolin-3-yl)carbamate (1620006-72-5) + (R)-tert-butyl (1-benzyl-3-(nitromethyl)-2-oxoindolin-3-yl)carbamate (1606996-82-0)

Guidance literature:

With C₅₈H₅₂N₂O₄^(2-)*Cu⁽²⁺⁾*C₂H₃O₂^(1-); In dichloromethane; at 20 ℃; for 16h;

DOI:10.1016/j.tet.2018.10.001

Reference yield:

triphenyl(t-butoxycarbonylimino)phosphorane (68014-21-1) → (S)-tert-butyl (1-benzyl-3-(nitromethyl)-2-oxoindolin-3-yl)carbamate (1620006-72-5) + (R)-tert-butyl (1-benzyl-3-(nitromethyl)-2-oxoindolin-3-yl)carbamate (1606996-82-0)

Guidance literature:

Multi-step reaction with 2 steps

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

2: C₂₇H₂₅F₆N₃O₃S / toluene / 72 h / -20 °C / Inert atmosphere

With C₂₇H₂₅F₆N₃O₃S; In 1,4-dioxane; toluene;

DOI:10.1021/acs.orglett.7b02150

upstream raw materials:

nitromethane

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

1-benzylisatin

triphenyl(t-butoxycarbonylimino)phosphorane